Updated on 2024/02/15

写真a

 
ISHII Youichi
 
Organization
Faculty of Science and Engineering Professor
Other responsible organization
Applied Chemistry Course of Graduate School of Science and Engineering, Master's Program
Applied Chemistry Course of Graduate School of Science and Engineering, Doctoral Program
Contact information
The inquiry by e-mail is 《here
External link

Degree

  • Doctor of Engineering ( The University of Tokyo )

  • Master of Engineering ( The University of Tokyo )

Education

  • 1986.3
     

    The University of Tokyo   Graduate School, Division of Engineering   Synthetic Chemistry   doctor course   completed

  • 1983.3
     

    The University of Tokyo   Graduate School, Division of Engineering   Synthetic Chemistry   master course   completed

  • 1981.3
     

    The University of Tokyo   Faculty of Engineering   graduated

Research History

  • 2020.4 - Now

    Research and Development Initiative, Chuo University   Director

  • 2022.12 - 2023.3

    Graduate School of Humanities and Sciences, Ochanomizu University   Part-time lecturer

  • 2020.12 - 2021.3

    Graduate School of Pure and Applied Sciences, University of Tsukuba   Part-time lecturer

  • 2018.7 - 2019.3

    お茶の水女子大学大学院人間文化創成科学研究科   非常勤講師

  • 2014.10 - 2015.3

    Tokyo Institute of Technology   講義等委託教員

  • 2009.11 - 2013.10

    Department of of Science and Engineering, Chuo University   Dean

  • 2009.11 - 2013.10

    Graduate School of Science and Engineering, Chuo University   Dean

  • 2009.4 - 2009.9

    Kogakuin University   非常勤講師

  • 2009.4 - 2009.9

    Faculty of Science, Ochanomizu University   Part-time lecturer

  • 2007.4 - 2007.9

    Faculty of Science, Ochanomizu University   Part-time lecturer

  • 2005.4 - 2007.3

    分子科学研究所錯体化学実験施設   客員教授

  • 2005.4 - 2005.9

    Faculty of Science, Ochanomizu University   Part-time lecturer

  • 2005.1 - 2005.3

    東京工業大学資源化学研究所   非常勤講師

  • 2004.4 - 2004.9

    お茶の水女子大学理学部   非常勤講師

  • 2004.4 -  

    東京大学生産技術研究所   研究員(非常勤)

  • 2002.10 - 2003.3

    Graduate School of Engineering, Tokyo Metropolitan University   非常勤講師

  • 2002.4 -  

    Graduate School of Science and Engineering, Chuo University   Department of Applied Chemistry   Professor

  • 2002.4 -  

    Faculty of Science and Engineering, Chuo University   Department of Applied Chemistry   Professor

  • 1998.11 - 2002.3

    "Graduate School of Engineering, The University of Tokyo"   Associate Professor

  • 2000.10 - 2001.3

    Faculty of Science, Ochanomizu University   Part-time lecturer

  • 1998.12 - 1999.3

    東京農工大学工学部   非常勤講師

  • 1996.3 - 1998.11

    "Graduate School of Engineering, The University of Tokyo"   Lecturer

  • 1997.4 - 1998.3

    東京大学教養学部   非常勤講師

  • 1995.4 - 1996.2

    "Graduate School of Engineering, The University of Tokyo"   Research Associate

  • 1987.6 - 1995.3

    "Faculty of Engineering, The University of Tokyo"   Research Associate

  • 1986.4 - 1987.5

    "Faculty of Engineering, The University of Tokyo"   Research Assistant

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Professional Memberships

  • 2018.10 - Now

    Royal Society of Chemistry

  • 1997.1 - Now

    American Chemical Scociety

  • 1996.1 - Now

    Catalysis Society of Japan

  • 1987.1 - Now

    The Society of Synthetic Organic Chemistry, Japan

  • 1981.1 - Now

    The Chemical Society of Japan

  • The Society of Pure and Applied Coordination Chemistry

  • Japan Society of Coordination Chemistry

  • 近畿化学協会

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Research Interests

  • Organometallic chemistry

  • Coordination chemistry

  • 遷移金属錯体

  • C-C結合活性化

  • 多核錯体

  • Synthetic organic chemistry

Research Areas

  • Nanotechnology/Materials / Structural organic chemistry and physical organic chemistry  / Reaction mechanisms in organic chemistry

  • Nanotechnology/Materials / Inorganic/coordination chemistry  / Coordination Chemistry

  • Nanotechnology/Materials / Synthetic organic chemistry  / Synthetic chemistry

  • Nanotechnology/Materials / Inorganic/coordination chemistry  / Organometallic chemistry

Papers

  • One‐pot Syntheses of Benzo‐ and Benzofuran‐fused Iridaoxabenzenes via CH Bond Activations of Alkyl‐bridged Diphenol Derivatives Reviewed

    Takahiro Iwamoto, Mika Suzuki, Hibiki Hasegawa, Hinako Abeta, Yusuke Matsuo, Takayuki Tanaka, Nobuhiro Yasuda, Youichi Ishii

    Chemistry – An Asian Journal   e202300640   2023.9

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    Authorship:Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    Abstract

    One‐pot syntheses of new π‐extended metallaaromatic compounds have been developed by utilizing Ir‐mediated CH bond activation of ethylene‐ or ethylidene‐bridged diphenol derivatives. Depending on the bridging alkyl groups, two types of iridaoxabenzenes, both of which are doubly fused with benzo and benzofuran units, have been obtained. Studies on their structures and electronic characters indicate that both complexes have an aromatic character on the iridaoxacycles, and their π‐conjugated systems are fully delocalized over the whole molecular skeletons. These novel metallaaromatic complexes exhibited some reactivities which are distinct from those reported for the non‐fused metallaaromatic compounds.

    DOI: 10.1002/asia.202300640

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  • Binuclear Complexes Supported by a Tetrapyridyl Ligand with a Bending Anthraquinodimethane Linker Reviewed

    Takahiro Iwamoto, Yuta Sotome, Youichi Ishii

    ACS Organic & Inorganic Au   3 ( 5 )   305 - 311   2023.8

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/acsorginorgau.3c00021

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  • Retro-Vinylidene Rearrangements of P- and S-Substituted Ruthenium Vinylidene Complexes Reviewed

    T. Iwamoto, K. Saito, T. Mitsubo, T. Kuwabara, Y. Ishii

    Organometallics   42 ( 2 )   167 - 173   2023.1

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    Authorship:Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/acs.organomet.2c00552

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  • Exo‐ and endo ‐Isomers of Plumbylenes Supported by 1,3‐Diethers of Calix[4]arene Reviewed

    R. Kuriki, Y. Ishii, T. Kuwabara

    European Journal of Inorganic Chemistry   26 ( 5 )   e202200655   2022.12

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    DOI: 10.1002/ejic.202200655

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    Other Link: https://onlinelibrary.wiley.com/doi/full-xml/10.1002/ejic.202200655

  • Inorganic Salt-assisted Assembly of Anionic π-Conjugated Rings Enabling 7Li NMR-based Evaluation of Antiaromaticity Reviewed

    S. Ito, Y. Ishii, T. Kuwabara

    Dalton Transactions   51 ( 42 )   16397 - 16402   2022.10

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  • Weakly Bound Dimer of a Diaryloxygermylene Derived from a tBuPh2Si-Substituted 2,2'-Methylenediphenol Reviewed

    R. Yamazaki, R. Kuriki, A. Sugihara, Y. Ishii, T. Kuwabara

    Crystals   12   605   2022.4

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:MDPI  

    DOI: 10.3390/cryst12050605

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  • Experimental Observation of β-Carbon Elimination from Alkenylrhodium Complexes through Exchange Reactions of the Alkenyl Unit Reviewed

    T. Iwamoto, K. Shibuya, T. Takakuwa, T. Kuwabara, Y. Ishii

    Organometallics   41 ( 3 )   182 - 186   2022.1

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    DOI: 10.1021/acs.organomet.1c00695

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  • A New Strategy for Hyperconjugative Antiaromatic Compounds Utilizing Negative Charges: Dibenzo[b,f]silepinyl Dianion Reviewed

    S. Ito, Y. Ishii, K. Ishimura, T. Kuwabara

    Chem. Commun.   57 ( 86 )   11330 - 11333   2021.10

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Royal Society of Chemistry  

    Based on a new strategy of utilizing negative charges, a dibenzo[<italic>b</italic>,<italic>f</italic>]silepinyl dianion was synthesized and its hyperconjugative antiaromatic character is disclosed using NMR studies, large NICS<italic>zz</italic> values, and ACID plots.

    DOI: 10.1039/D1CC04434F

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  • Selective Double CH Activation at a Methylene Carbon in Methylenediphenol Derivatives to Generate Carbene-Bridged Dinuclear Iridium Complexes Reviewed

    T. Kuwabara, T. Toriumi, M. Suzuki, Y. Ishii

    Organometallics   39 ( 24 )   4500 - 4509   2020.11

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    DOI: 10.1021/acs.organomet.0c00595

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  • Synthesis and Structures of Diaryloxystannylenes and -plumbylenes Embedded in 1,3-Diethers of Thiacalix[4]arene Reviewed

    R. Kuriki, T. Kuwabara, Y. Ishii

    Dalton Transactions   49 ( 35 )   12234 - 12241   2020.8

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    DOI: 10.1039/d0dt02496a

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  • A Tin Analogue of the Cycloheptatrienyl Anion: Synthesis, Structure, and Further Reduction to Form a Dianionic Species Reviewed

    S. Ito, T. Kuwabara, Y. Ishii

    Organometallics   39 ( 5 )   640 - 644   2020.2

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    DOI: 10.1021/acs.organomet.0c00042

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  • Ruthenium Vinylidene Complexes Generated by Selective 1,2-Migration of P- and S-Substituents: Synthesis, Structures, and Dichromism Arising from an Intermolecular CH∙∙∙O Hydrogen Bond. Reviewed

    T. Kuwabara, Y. Aoki, K. Sakajiri, K. Deguchi, S. Takamori, A. Hamano, K. Takano, H. Houjou, Y. Ishii

    Organometallics   39 ( 5 )   711 - 718   2020.2

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    Investigation of the vinylidene rearrangement of phosphorus- and sulfur-substituted internal alkynes at a ruthenium center unveiled selective 1,2-migration of P- and S-substituents and unexpected dichromatic behaviors of a part of the resulting vinylidene complexes. Reactions of [CpRu(dppe)Cl] and R CCR , where R = alkyl, Ar and R = P(═O)(OR) , P(═O)R , SR, SO R, in the presence of NaBAr afforded the corresponding vinylidene complexes [CpRu{═C═C(R )(R )}(dppe)][BAr ], which were fully characterized by NMR and elemental analysis and, in some cases, X-ray diffraction analysis. C-labeling experiments disclosed selective migration of the P- and S-substituents. To our surprise, some of the products displayed dichromatic characters: although solutions of all the vinylidene products are yellow, several products were obtained as yellow and red crystals, others as red-purple crystals, and the rest as yellow crystals. UV-vis absorption spectra for the complexes displaying a dichromatic nature were recorded both in solution and in the solid state. X-ray diffraction analysis revealed that an intramolecular CH···O hydrogen bond between one of the methylene CH bonds in the dppe ligand and the E═O group (E = P, S) is present in the red and the red-purple crystals, which affects the conformation of the vinylidene ligand. In contrast, such hydrogen bonds were not observed in the yellow crystals. Time-dependent density functional theory (TD-DFT) analysis based on the crystal structures revealed that the structural changes of the vinylidene ligand upon the hydrogen bonding account for the dichromism. 1 2 1 2 F 1 2 F 13 2 2 2 4 4

    DOI: 10.1021/acs.organomet.9b00856

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  • Interphase Synergistic Effects of Dynamic Bonds in Multiphase Thermoplastic Elastomers Reviewed

    S. Kawana, S. Nakagawa, S. Nakai, M. Sakamoto, Y. Ishii, N. Yoshie

    J. Mater. Chem. A   7 ( 37 )   21195 - 21206   2019.8

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    <p>Introduction of dynamic bonds in both the hard and soft phases of thermoplastic elastomers enhances mechanical toughness by interphase synergistic interactions.</p>

    DOI: 10.1039/c9ta07522d

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  • Synthesis of Phosphaphenalenium Salts via PC Reductive Eliminationat a Ru(II) Center and Their Fluorescence Properties Reviewed

    T. Kato, T. Kuwabara, Y. Minami, T. Hiyama, Y. Ishii

    Bull. Chem. Soc. Jpn.   92 ( 7 )   1131 - 1141   2019.5

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    Language:Japanese   Publishing type:Research paper (scientific journal)   Publisher:Chem. Soc. Jpn.  

    DOI: 10.1246/bcsj.20190090

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  • Molybdenum-Mediated Vinylidene Rearrangement of Internal Acylalkynes and Sulfonylalkynes Reviewed

    T. Kuwabara, K. Sakajiri, Y. Oyama, S. Kodama, Y. Ishii

    Organometallics   38   1560 - 1566   2019.3

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    DOI: 10.1021/acs.organomet.9b00019

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  • Dinuclear Nickel Complexes Doubly Bridged by Hydrogencyanamido Ligands: Synthesis, Structures and Magnetic Properties Reviewed

    T. Kuwabara, N. Shiga, S. Kodama, H. Sato, H. Houjou, Y. Ishii

    European Journal of Inorganic Chemistry   2018 ( 29 )   3413 - 3417   2018.8

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    DOI: 10.1002/ejic.201800457

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  • Visible-Light-Sensitive Sulfonium Photoacid Generators Bearing a Ferrocenyl Chromophore Reviewed

    Yukihiro Takahashi, Shintaro Kodama, Youichi Ishii

    Organometallics   37 ( 11 )   1649 - 1651   2018.6

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society  

    A series of sulfonium salts bearing a ferrocenyl chromophore, [FcMeArS][X] (Ar = Ph, 4-CH3C6H4
    X = BF4, PF6, BArF 4), has been synthesized, which can generate an acid under 436 nm irradiation. The present study provides a rare example of ferrocene derivatives having a photoacid-generating function.

    DOI: 10.1021/acs.organomet.8b00203

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  • Ring Slippage and Dissociation of Pentamethylcyclopentadienyl Ligand in an (η5-Cp*)Ir Complex with a κ3-O,C,O Tridentate Calix[4]arene Ligand under Mild Conditions Reviewed

    T. Kuwabara, R. Tezuka, M. Ishikawa, T. Yamazaki, S. Kodama, Y. Ishii

    Organometallics   37 ( 12 )   1829 - 1832   2018.6

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  • Reductive Formation of a Vanadium(IV/V) Oxide Cluster Complex [V8O19(4,4'-tBubpy)3] Having a C3-Symmetric Propeller-Shaped Nonionic V8O19 Core Reviewed

    Y. Inoue, S. Kodama, N. Taya, H. Sato, K. Oh-ishi, Y. Ishii

    Inorg. Chem.   57 ( 13 )   7491 - 7494   2018.6

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  • Activation of a Carbon-Carbon Bond in Internal Alkynes: Vinylidene Rearrangement of Disubstituted Alkynes at an Ir Complex Reviewed

    T. Kuwabara, S. Takamori, S. Kishi, T. Watanabe, Y. Ikeda, S. Kodama, Y. Minami, T. Hiyama, Y.Ishii

    Synlett   29 ( 6 )   727 - 730   2018.3

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Thieme  

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  • P-C reductive elimination in Ru(II) complexes to convert triarylphosphine ligands into five- or six-membered phosphacycles Reviewed

    Takuya Kuwabara, Takahiro Kato, Kouichi Takano, Shintaro Kodama, Yuuka Manabe, Noriko Tsuchida, Keiko Takano, Yasunori Minami, Tamejiro Hiyama, Youichi Ishii

    Chemical Communications   54 ( 42 )   5357 - 5360   2018

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Royal Society of Chemistry  

    Rare examples of P-C reductive elimination in ruthenium complexes to generate phosphonium salts are presented. Triarylphosphines are converted into benzophospholium or phosphaphenalenium ligands via cyclometalation and 1,2-insertion of an alkyne followed by P-C reductive elimination. The intermediate in each step was successfully characterized using NMR and X-ray diffraction studies.

    DOI: 10.1039/c8cc02539h

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  • Direct transformation of 2-acetylpyridine oxime esters into alpha-oxygenated imines in an Ir(III) complex Reviewed

    Hiroyuki Takahashi, Shintaro Kodama, Youichi Ishii

    DALTON TRANSACTIONS   46 ( 36 )   12032 - 12035   2017.9

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    2-Acetylpyridine oxime esters are transformed into the corresponding alpha-oxygenated imines in an Ir(III) complex under mild conditions, where the selective metal coordination of the imino group effectively promotes tautomerization of the oxime esters into the N-oxyenamines and the subsequent rearrangement.

    DOI: 10.1039/c7dt02528a

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  • An oxidovanadium(IV) complex having a perrhenato ligand: An efficient catalyst for aerobic oxidation reactions of benzylic and propargylic alcohols Reviewed

    Daiki Kobayashi, Shintaro Kodama, Youichi Ishii

    Tetrahedron Lett.   58 ( 33 )   3306 - 3310   2017.8

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:PERGAMON-ELSEVIER SCIENCE LTD  

    An oxidovanadium(IV) complex having a perrhenato ligand [VO(ReO4)(4,4'-(t)Bubpy)(2)][0.25SO(4)center dot 0.5ReO(4)] (4,4'-(t)Bubpy = 4,4'-di-tert-butyl-2,2'-bipyridine) efficiently catalyzes not only dehydrogenative oxidation of benzylic and propargylic mono-alcohols but also oxidative C-C bond cleavage of meso-1,2-diaryl-1,2-ethanediols under atmospheric molecular oxygen, affording the corresponding carbonyl compounds in good yield. (C) 2017 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tetlet.2017.07.034

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  • A ruthenium tellurocarbonyl (CTe) complex with a cyclopentadienyl ligand: systematic studies of a series of chalcogenocarbonyl complexes [CpRuCl(CE)(H(2)IMes)] (E = O, S, Se, Te) Reviewed

    Ayumi Suzuki, Takahiro Arai, Kota Ikenaga, Yuichiro Mutoh, Noriko Tsuchida, Shinichi Saito, Youichi Ishii

    DALTON TRANSACTIONS   46 ( 1 )   44 - 48   2017.1

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    The first tellurocarbonyl complex with a half-sandwich structure [CpRuCl(CTe)(H(2)IMes)] was synthesized by a ligand substitution reaction. The practically complete series of the CpCE complexes [CpRuCl(CE)(H(2)IMes)] (E = O, S, Se, Te) were systematically explored. The tellurium atom in the CTe complex could be smoothly replaced with lighter chalcogen atoms.

    DOI: 10.1039/c6dt04440a

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  • Synthesis and Interconversion of V4, V7, and V8 Oxide Clusters: Unexpected Formation of Neutral Heptanuclear Oxido(alkoxido)vanadium(V) Clusters [V7O17(OR)(4, 4'-tBubpy)3] (R = Et, MeOC2H4) Reviewed

    S. Kodama, N. Taya, Y. Inoue, Y. Ishii

    Inorg. Chem.   55 ( 13 )   6712 - 6718   2016.6

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  • Theoretical Study on Internal Alkyne/Vinylidene Isomerization in Group 8 Transition-Metal Complexes Reviewed

    Miho Otsuka, Noriko Tsuchida, Yousuke Ikeda, Natacha Lambert, Rina Nakamura, Yuichiro Mutoh, Youichi Ishii, Keiko Takano

    Organometallics   34 ( 16 )   3934 - 3943   2015.8

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:AMER CHEMICAL SOC  

    DFT calculations on the transformation reaction of the internal alkynes [CpM(PhC equivalent to CC6H4R-p)-(dppe)](+) (M = Fe, Os; R = OMe, CO2Et, Cl) to the corresponding vinylidenes were carried out. It was found that the isomerization of all complexes of group 8 elements studied in the present work, as well as the Ru complex that had already been reported in our previous study, proceeds via a direct 1,2-aryl shift. For the Fe complex, two types of direct 1,2-aryl shifts (paths 1 and 2), which depend on the orientation of the alkyne/vinylidene parts, were found, and the activation free energy of path 2 is smaller than that of path 1. As for the Os complex, path 1 and another direct 1,2-shift, path 3, were obtained, and path 3 has smaller activation free energy, which is the case for the Ru complex. Therefore, the isomerization reaction of internal alkynes to vinylidenes proceeds through path 2 for the Fe complexes and path 3 for the Ru and Os complexes. The 1,2-migration reactions via path 2 for the Fe complex and path 3 for the Os complex were found to be nudeophilic, which is based on an orbital interaction corresponding to an electron transfer from a carbon on the migrating group to the atom being migrated, as well as for the Ru complexes. To evaluate the stability of the alkyne and vinylidene complexes, orbital interaction energies between an organometallic complex part and an internal alkyne or a vinylidene moiety were calculated by natural bond orbital (NBO) analysis. It was revealed that the Os complex has the strongest interaction, followed by the Ru and Fe complexes. Namely, both the internal alkyne complexes and the vinylidene complexes are more stabilized in a heavier metal complex The activation free energy for migration of the aryl or phenyl group is actually the lowest for the Fe complex among the three metals. These findings contribute to the development of the synthetic strategy of vinylidenes from internal alkynes.

    DOI: 10.1021/om501280c

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  • Remote rearrangement of the metal center in a (eta(6)-C6Me6)Ru(II) complex Reviewed

    Koichi Takano, Yousuke Ikeda, Shintaro Kodama, Youichi Ishii

    CHEMICAL COMMUNICATIONS   51 ( 24 )   4981 - 4984   2015

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    Reaction of [(eta(6)-C6Me6)RuCl(Ph)(PMe3)] with internal alkynes in the presence of NaBAr4F gave rise to the 1,4-Ru migration to form the o-vinylaryl complex, providing the first example of 1,4-metal migration of a group 8 metal center; in one case further isomerization to an eta(3)-allyl complex was observed.

    DOI: 10.1039/c4cc09699a

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  • Competition between vinylidene rearrangement and 1,2-insertion of carbon-disubstituted internal alkynes at a Cp*Ir(III) complex Reviewed

    Yousuke Ikeda, Shintaro Kodama, Noriko Tsuchida, Youichi Ishii

    Dalton Trans.   44 ( 40 )   17448 - 17452   2015

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    Competition between vinylidene rearrangement/1,1-insertion and 1,2-alkyne insertion into the Ir-Ar bond of [(CpIr)-Ir-star( ppy-F-4)](+) was observed on reaction with diarylacetylenes. The former process afforded the iridacycle 2 via the subsequent 1,4-Ir migration, whereas the latter led to the pyridoisoquinolinium complex 4. Detailed analysis revealed that 4 isomerizes to 2 by heating at 50 degrees C.

    DOI: 10.1039/c5dt02207j

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  • Synthesis of Rhodium–Primary Thioamide Complexes and Their Desulfurization Leading to Rhodium Sulfido Cubane-Type Clusters and Nitriles Reviewed

    Y. Mutoh, M. Sakigawara, I.Niiyama, S. Saito, Y. Ishii

    Organometallics   33 ( 19 )   5414 - 5422   2014.9

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  • 1,4- and 1,3-Metal Migration in a Cp*IrIII Complex: Experimental Evidence of Direct 1,3-Metal Migration Reviewed

    Y. Ikeda, K. Takano, S. Kodama, Y. Ishii

    Organometallics   33 ( 15 )   3998 - 4004   2014.7

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  • Reversibility of 1,4-Metal Migration in Cp*RhIII and Cp*IrIII Complexes Reviewed

    Y. Ikeda, K. Takano, M. Waragai, S. Kodama, N. Tsuchida, K. Takano, Y. Ishii

    Organometallics   33 ( 9 )   2142 - 2145   2014.4

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  • A Novel Octanuclear Vanadium(V) Oxide Cluster Complex Having an Unprecedented Neutral V8O20 Core Functionalized with 4,4 '-Di-tert-butyl-2,2 '-bipyridine Reviewed

    Shintaro Kodama, Nobuto Taya, Youichi Ishii

    Inorg. Chem.   53 ( 6 )   2754 - 2756   2014.3

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:AMER CHEMICAL SOC  

    A novel octanuclear vanadium(V) oxide cluster complex, [V8O20(4,4'-(t)Bubpy)(4)] (1), was synthesized and characterized by single-crystal X-ray structure analysis to reveal that 1 has an unprecedented neutral V8O20 core. An unexpected interconversion between 1 and the methoxo(oxo)vanadium(V) cluster complex, [V4O8(OMe)(4)(4,4'-(t)Bubpy)(2)] (2), was observed upon changes in the solvent systems.

    DOI: 10.1021/ic4031393

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  • 1,4-Metal migration in a Cp*Rh(III) complex Reviewed

    Yousuke Ikeda, Koichi Takano, Shintaro Kodama, Youichi Ishii

    Chemical Communications   49 ( 94 )   11104 - 11106   2013.10

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    The reaction of [Cp*RhCl(Ph)(PR3)] (R = Ph or Me) with internal alkynes in the presence of NaBArF 4 affords the o-vinylaryl complex with a Rh-(vinyl CH) agostic interaction by way of the alkyne insertion followed by 1,4-rhodium migration, providing the first example of the 1,4-migration of a Rh(III) center. © 2013 Royal Society of Chemistry.

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  • Reactivities of Indenylruthenium Complex toward Internal Alkynes: Formation of Disubstituted Vinylidene Complexes and Indenyl–Alkyne Coupling Reviewed

    Y. Ikeda, Y. Mutoh, K. Imai, N. Tsuchida, K. Takano, Y. Ishii

    Organometallics   32   4353 - 4358   2013.7

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  • Transformations of Alkynes at a Cyclotriphosphato Ruthenium Complex Reviewed

    Keiichiro Kanao, Yousuke Ikeda, Kazuhiro Kimura, Sou Kamimura, Yoshiaki Tanabe, Yuichiro Mutoh, Masakazu Iwasaki, Youichi Ishii

    Organometallics   32 ( 2 )   527 - 537   2013.1

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    Photolysis of the cyclotriphosphato complex (PPN)[Ru(P3O9)(eta(6)-C6H6)] (2) with bpy (2,2'-bipyridyl) in alcohols generated a violet solution of (PPN)[Ru(P3O9)(bpy)-(ROH)] (3) with a labile alcohol ligand. Complexes 3 were readily oxidized during recrystallization to give the Ru(III) alkoxo complexes (PPN)[Ru(OR)(P3O9)(bpy)] (4). Treatment of 3 with internal alkynes led to selective formation of eta(2)-alkyne complexes (PPN)[Ru(P3O9)(bpy)(eta(2)-RC CR')] (7), which did not undergo vinylidene rearrangement under heating and photoirradiation conditions in contrast to its dppe analogues. On the other hand, diphenylacetylene complex 7c (R = R' = Ph) gave the alpha-ketocarbene complex (PPN)[Ru(P3O9)(bpy)(= CPhCOPh)] (8) on reaction with m-CPBA. This observation provides a very rare example for the direct and controlled oxidation of a coordinated alkyne ligand. Reactions of 3 with the terminal alkynes in alcohols and in DMF afforded the alkoxycarbene complexes (PPN)[Ru(P3O9)(bpy){= C(OR)CH2CR'}] (9) and the carbonyl complex (PPN)[Ru(P3O9)(CO)(bpy)] (12), respectively, presumably by way of vinylidene intermediates.

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  • DFT Study of Internal Alkyne-to-Disubstituted Vinylidene Isomerization in [CpRu(PhC equivalent to CAr)(dppe)](+) Reviewed

    Miho Otsuka, Noriko Tsuchida, Yousuke Ikeda, Yusuke Kimura, Yuichiro Mutoh, Youichi Ishii, Keiko Takano

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   134 ( 42 )   17746 - 17756   2012.10

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    Internal alkyne-to-vinylidene isomerization in the Ru complexes ([CpRu(eta(2)-PhC equivalent to CC6H4R-p)(dppe)](+) (Cp = eta(5)-C5H5; dppe = Ph2PCH2CH2PPh2; R = OMe, Cl, CO2Et)) has been investigated using a combination of quantum mechanics and molecular mechanics methods (QM/MM), such as ONIOM(B3PW91:UFF), and density functional theory (DFT) calculations. Three kinds of model systems (I-III), each having a different QM region for the ONIOM method, revealed that considering both the quantum effect of the substituent of the aryl group in the eta(2)-allcyne ligand and that of the phenyl groups in the dppe ligand is essential for a correct understanding of this reaction. Several plausible mechanisms have been analyzed by using DFT calculations with the B3PW91 functional. It was found that the isomerization of three complexes (R = OMe, CO2Et, and Cl) proceeds via a direct 1,2-shift in all cases. The most favorable process in energy was path 3, which involves the orientation change of the alkyne ligand in the transition state. The activation energies were calculated to be 13.7, 15.0, and 16.4 kcal/mol, respectively, for the three complexes. Donor-acceptor analysis demonstrated that the aryl 1,2-shift is a nucleophilic reaction. Furthermore, our calculation results indicated that an electron-donating substituent on the aryl group stabilizes the positive charge on the accepting carbon rather than that on the migrating aryl group itself at the transition state. Therefore, unlike the general nucleophilic reaction, the less-electron-donating aryl group has an advantage in the migration.

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  • Formation of (Alkenylphosphonio)phenylruthenium Complexes from Diphenylacetylene and a [CpRu(dppm)] Cation: Experimental Evidence for the Equilibrium between eta(1)-Disubstituted Vinylidene and eta(2)-Internal Alkyne Reviewed

    Yuichiro Mutoh, Yusuke Kimura, Yousuke Ikeda, Noriko Tsuchida, Keiko Takano, Youichi Ishii

    ORGANOMETALLICS   31 ( 14 )   5150 - 5158   2012.7

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    The reaction of diphenylacetylene at a cationic ruthenium complex with a dppm (Ph2PCH2PPh2) ligand, [CpRu(dppm)](+), has been studied to reveal essentially for the first time the existence of an equilibrium between an eta(2)-internal alkyne and eta(1)-disubstituted vinylidene at a transition metal center. The reaction mixture at 70 degrees C for 69 h unexpectedly afforded a coupling product of diphenylacetylene and the dppm ligand, an (alkenylphosphonio)phenyl complex [CpRu{Ph2PCH2P(C6H4)Ph(eta(2)-C(Ph)=CHPh)}](+) with the extremely rare coordination mode of kappa P-1,eta C-1,eta C-2,C'. The (alkenylphosphonio)phenyl complex further undergoes inversion of the coordination face of the alkene moiety at p-xylene reflux temperature. Both isomers of (alkenylphosphonio)phenyl complexes as well as the intermediary eta(2)-internal alkyne and eta(1)-disubstituted vinylidene complexes were fully characterized spectroscopically and crystallographically. By considering the structure of the (alkenylphosphonio)phenyl complexes obtained, the coupling reaction has been proposed to involve the attack of a phosphorus atom on the coordinated diphenylacetylene, which is in equilibrium with an eta(1)-diphenylvinylidene ligand, and the C-H bond activation of a phenyl group on the cationic phosphorus atom leading to the products. Theoretical calculations support the proposed mechanism.

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  • Copper and cobalt complexes of octadentate azamacrocycles: Spectrophotometric titration, stopped-flow kinetics and crystallographic study Reviewed

    Hava Ozay, Yakup Baran, Youichi Ishii

    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY   83 ( 1 )   525 - 531   2011.12

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    Details of complex formation kinetics are reported for tetrakis(2-hydroxyethyl) substituted cyclen (L-1) and cyclam (L-2) with Cu(II) and Co(II). Stopped-flow kinetics and spectroscopic titration methods were employed for the activation parameters and stability constants, respectively. X-ray studies revealed that the pendant 2-hydroxyethyl groups are not equivalent: two are folded over the macrocycle and maintained by intramolecular hydrogen bonds while the others are extended and pointed away from the macrocyclic cavity. Complex formation kinetics and spectroscopic titration were performed in aqueous acidic buffer solutions. Thermodynamic and kinetic parameters revealed that the ring size of the macrocycles plays an extremely important role for each metal ion studied. Stopped-flow kinetic measurements explained the mechanism of the complex formation process of both Cu(II) and Co(II) which proceed in outer-sphere interactions with ligands. There are two steps in the complex formation of the system studied. The initial step is a second order reaction between the metal ion and macrocycle with a second order rate constant. (C) 2011 Elsevier B.V. All rights reserved.

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  • Synthesis and Skeletal Transformation of Cyanamido(2-)- and Cyanamido(1-)-Bridged Ruthenium Complexes with Hexamethylbenzene Ligands Reviewed

    Tadahiko Nogami, Makoto Imaji, Kaoru Uemura, Yoshiaki Tanabe, Yuichiro Mutoh, Youichi Ishii

    Chem. Lett.   40 ( 10 )   1167 - 1169   2011.10

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    A series of cyanamido-bridged di- and tetraruthenium complexes with eta(6)-C6Me6 ligands have been synthesized, and their interconversion reactions have been investigated. Facile interconversion between the mu(2)-kappa N,kappa N and mu(2)-kappa N,kappa N' coordination modes of NCNH ligands at a dimetallic core has been observed for the first time.

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  • Reversibility of Disubstituted Vinylidene-Internal Alkyne Isomerization at Cationic Ruthenium and Iron Complexes Reviewed

    Yuichiro Mutoh, Kohei Imai, Yusuke Kimura, Yousuke Ikeda, Youichi Ishii

    Organometallics   30 ( 2 )   204 - 207   2011.1

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    The cationic disubstituted vinylideneruthenium complexes [CpRu{=C=C(Ph)R}(dppe)][BAr4F], which are prepared directly from internal alkynes via 1,2-migration of carbon substituents, are shown to undergo disubstituted vinylidene-to-internal alkyne isomerization on reaction with a monophosphine. The observation provides the first examples in which the reversible conversion between internal alkynes and disubstituted vinylidenes is experimentally confirmed, and the kinetic and mechnistic investigations indicated that an uncommon electrophilic 1,2-migration of the carbon substituents takes place in the internal alkyne-disubstituted vinylidene interconversion.

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  • Ruthenium Seleno- and Tellurocarbonyl Complexes: Selenium and Tellurium Atom Transfer to a Terminal Carbido Ligand Reviewed

    Yuichiro Mutoh, Naoki Kozono, Miho Araki, Noriko Tsuchida, Keiko Takano, Youichi Ishii

    ORGANOMETALLICS   29 ( 3 )   519 - 522   2010.2

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    The first five-coordinate selenocarbonyl complex, [RuCl(2)(CSe)(H(2)IMes)(PCy(3))] (2-Cse; H(2)IMes = 1,3-dimesitylimidazolin-2-ylidene), and the tellurocarbonyl complex [RuCl(2)(CTe)(H(2)IMes)(dmap)(2)] (3-CTe; dmap = 4-(dimethylamino)pyridine) was obtained by selenium and tellurium atom transfer reaction to the carbido complex [RuCl(2)(C)(H(2)IMes)(PCy(3))]. Systematic elucidation of the complete series of chalcogenocarbonyl complexes revealed that tellurocarbonyl complex 3-CTe is a potential tellurium atom transfer reagent

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  • Internal Alkyne-to-vinylidene Isomerization at Cationic Ruthenium and Iron Complexes Reviewed

    Yuichiro Mutoh, Yousuke Ikeda, Yusuke Kimura, Youichi Ishii

    CHEMISTRY LETTERS   38 ( 6 )   534 - 535   2009.6

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    Cationic ruthenium and iron complexes [CpM(PP)](+) (Cp = eta(5)-C5H5; M = Ru and Fe; PP = Ph2PCH2CH2PPh2, 2PPh(3)) can affect vinylidene rearrangement of general internal alkynes via the 1,2-migration of aryl and alkyl groups. Judging from the migratory aptitude of substituted aryl groups, the present reaction is viewed as an uncommon electrophilic rearrangement.

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  • Core Expansion Reactions of Cyanamido/Carbodiimido-Bridged polynuclear Iridium Complexes Reviewed

    Makoto Imaji, Yoshiaki Tanabe, Yuichiro Mutoh, Youichi Ishii

    INORGANIC CHEMISTRY   48 ( 2 )   773 - 780   2009.1

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    Core expansion reactions of di- and tetrairidium complexes [Cp*Ir(mu(2)-NCN-N,N)](2) (1; Cp* = eta(5)-C5Me5), [Cp*Ir(mu(3)-NCN-N,N,N)](4) (2), and phosphine derivatives of 1 have been investigated, and it has been revealed that cyanamido ligands in these complexes can change their coordination modes flexibly on reactions with a second transition metal complex. Treatment of diiridium complex 1 with [Cp*IrCl2](2) gives the tetrairidium complex [(Cp*Ir)(2)(mu(3)-NCN-N,N,N')(2)(IrCp*Cl-2)(2)] (6) with mu(3)-kappa N,kappa N,kappa N' cyanoimido(2-) ligands. On the other hand, the reaction of 1 with [PdCl(eta(3)-C3H5)](2) affords the NCN-bridged Ir2Pd4 hexanuclear complex [(Cp*IrCl)(2)(mu(4)-NCN-N,N,N',N')(2){Pd-2(mu-Cl)(eta(3)-C3H5)(2)}(2)] (7) and Ir4Pd4 octanuclear complex [(Cp*Ir)(4)(mu(4)-NCN-N,N,N,N')(4){PdCl(eta(3)-C3H5)}(4)] (8). The NCN-bridges in 7 provide the first example of the crystallographically determined mu(4)-kappa N,kappa N,kappa N',kappa N' carbodiimido(2-) ligand. Complex 8 with mu(4)-kappa N,kappa N,kappa N,kappa N' cyanoimido(2-) ligands can also be synthesized selectively by the reaction of the parent cubane complex 2 with [PdCl(eta(3)-C3H5)](2). Diphosphine derivative of 1, [{Cp*Ir(mu(2)-NCN)}(2)(mu-dppm)] (4; dppm = Ph2PCH2PPh2), behaves differently on reactions with [PdCl(eta(3)-C3H5)](2) and [MCl(cod)](2) (cod = cycloocta-1,5-diene) to form the NCN-bridged Ir2M2 (M = Pd, Rh, Ir) tetranuclear complexes [(Cp*Ir)(2)(mu(3)-NCN-N,N,N')(2)(PdCl(mu(3)-C3H5)}(2)(mu-dppm)] (9) and [(Cp*Ir)(2)(mu(3)-NCN-N,N,N')(2)(MCl(cod)}(2)(mu-dppm)] (11a, M = Rh; 11b, M = Ir), respectively. The molecular structures for 6, 7, 8, 11a, and 11b have been determined by single-crystal X-ray analyses.

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  • Formation of Vinylidenes ferom Internal Alkynes at a Ruthenium Cyclophosphato Complex Reviewed

    Y. Ikeda, T. Yamaguchi, K. Kanao, K. Kimura, S. Kamimura, Y. Mutoh, Y. Tanabe, Y. Ishii

    J. Am. Chem. Soc.   130 ( 50 )   16856 - 16857   2008.11

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  • Syntheses and phosphorescent properties of blue emissive iridium complexes with tridentate pyrazolyl ligands Reviewed

    Lifen Yang, Furnio Okuda, Katsuaki Kobayashi, Koichi Nozaki, Yoshiaki Tanabe, Youichi Ishii, Masa-aki Haga

    INORGANIC CHEMISTRY   47 ( 16 )   7154 - 7165   2008.8

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    Novel neutral mixed-ligand lr(N boolean AND C boolean AND N)(N boolean AND C)X complexes (N boolean AND C boolean AND N = 1, 3-bis (3-methylpyrazolyl)benzene (bpzb), 1,5-dimethyl-2,4-bis(3-methylpyrazolyl)benzene (dmbpzb), and 1,5-difluoro-2,4-bis(3-methylpyrazolyl)benzene (dfbpzb); N boolean AND C = 2-phenyl pyridine (ppy); and X = Cl or CN) have been synthesized and characterized. An X-ray single-crystal structure of the complex lr(dmbpzb)(ppy)Cl shows that the nitrogen atom in the ppy ligand occupied the trans position to the carbon atom in the tridentate N boolean AND C boolean AND N ligand of dmbpzb with the lr-C bond length of 1.94(1) angstrom, whereas the coordinating carbon atom occupied the trans position of chlorine. Electrochemical data show that the complexes exhibit an oxidation lr(III/IV) process in the potential range of +0.5 similar to 0.9 V and two irreversible reductions at approximately -2.6 and -3.0 V against Fc(0)/Fc(+), respectively. All of the lr(III) complexes do not emit phosphorescence at room temperature, although strong phosphorescence is exhibited at 77 K with the 0-0 transition centered at around 450 nm and lifetimes of 3-14 mu s. DFT calculations indicate that the HOMOs are mainly localized on iridium 5d pi and chlorine p pi*, whereas the LUMOs are mainly from the ppy ligand pi* orbitals. The phosphorescence originates from a (LC)-L-3 state mixed with the (MLCT)-M-3 and (XLCT)-X-3 ones. Temperature-dependent lifetime measurements of lr(dfbpzb)(ppy)Cl reveal the existence of a thermal deactivation process with a low activation energy (1720 cm(-1)) and very high frequency factor (2.3 x 10(13) s(-1)). An unrestricted density functional theory indicates that the dd state, in which both the lr-N (pyrazolyl) bond lengths increase considerably, exists almost at the same energy as that for the phosphorescent state. A thorough analysis based on the potential energy surfaces for the T-1 and S-0 states allows us to determine the reaction pathway responsible for this thermal deactivation. The calculated activation energies of 1600 similar to 1800 cm(-1) are in excellent agreement with the observed values.

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  • Synthesis and diastereoselective ligand substitution reaction of a mono(sulfido)-bridged Ir-Mo heterodinuclear complex Reviewed

    Kazuya Arashiba, Shoji Matsukawa, Yoshiaki Tanabe, Shigeki Kuwata, Youichi Ishii

    INORGANIC CHEMISTRY COMMUNICATIONS   11 ( 5 )   587 - 590   2008.5

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    The reaction of the mono(hydrosulfido) iridium complex [Cp*IrH(SH)(PPh3)] (1, Cp* = eta(5)-C5Me5) with [Cp*MCl2(NO)] (2, M = Mo, W) afforded the mono(sulfido)-bridged Ir-Mo and Ir-W heterodinuclear complexes [Cp*IrH(PPh3)(mu-S)MCl(NO)Cp*] (3a and 3a', M = Mo; 3b and 3b', M = W) as a 2:1 mixture of diastereomers. Abstraction of the hydrido ligand in both 3a and 3a' with [Ph3C][BF4] in CH2Cl2-MeCN underwent stereoselectively to give the R-1r,R-M0/S-1r,S-M0 pair of the cationic acetonitrile complex [Cp*Ir(NC-Me)(PPh3)(mu-S)MoCl(NO)Cp*][BF4] (4). The stereochemical course for the formation of 4 from the major isomer 3a was confirmed to be inversion at the iridium center by X-ray crystallographic studies. Ligand substitution experiment of 4 with CD3CN revealed that the stereochemistry of 4 is controlled thermodynamically. (C) 2008 Elsevier B.V. All rights reserved.

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  • Synthesis, structures, and properties of group 9- and group 10-group 6 heterodinuclear nitrosyl complexes Reviewed

    Kazuya Arashiba, Hidetaka Iizuka, Shoji Matsukawa, Shigeki Kuwata, Yoshiaki Tanabe, Masakazu Iwasaki, Youichi Ishii

    INORGANIC CHEMISTRY   47 ( 10 )   4264 - 4274   2008.5

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    The reaction of the group 9 bis(hydrosulfido) complexes [Cp*M(SH)(2)(PMe3)] (M = Rh, Ir; Cp* = eta(5)-C5Me5) with the group 6 nitrosyl complexes [CP*M'Cl-2(NO)] (M' = Mo", W) in the presence of NEt3 affords a series of bis(sulfido)bridged early-late heterobimetallic (ELHB) complexes [CP*M(PMe3)(mu-S)(2)M'(NO)Cp*] (2a, M = Rh, M' = Mo; 2b, M = Rh, M' = W; 3a, M = Ir, M' = Mo; 3b, M = Ir, M' = W). Similar reactions of the group 10 bis(hydrosulfido) complexes [M(SH)(2)(dppe)] (M = Pd, Pt; dppe = Ph2P(CH2)(2)PPh2), [Pt(SH)(2)(dppp)] (dppp = Ph2P(CH2)(3)Pph(2)), and [M(SH)(2)(dpmb)] (dpmb = o-C6H4(CH2PPh2)(2)) give the group 10-group 6 ELHB complexes [(dppe)M(mu-S)(2)M'(NO)Cp*] (M = Pd, Pt; M'= Mo, W), [(dppp)Pt(mu-S)(2)M'(NO)Cp*] (6a, M'= Mo; 6b, M'= W), and [(dpmb)M(mu-S)(2)M'(NO)Cp*] (M = Pd, Pt; M' = Mo, W), respectively. Cyclic voltammetric measurements reveal that these ELHB complexes undergo reversible one-electron oxidation at the group 6 metal center, which is consistent with isolation of the single-electron oxidation products [Cp*M(PMe3)(mu-S)(2)M'(NO)Cp*][PF6] (M = Rh, Ir; M' = Mo, W). Upon treatment of 2b and 3b with ROTf (R = Me, Et; OTf = OSO(2)CFA the 0 atom of the terminal nitrosyl ligand is readily alkylated to form the alkoxyimido complexes such as [Cp*Rh(PMe3)(mu-S)(2)W(NOMe)Cp*][OTf]. In contrast, methylation of the Rh-, Ir-, and Pt-Mo complexes 2a, 3a, and 6a results in S-methylation, giving the methanethiolato complexes [Cp*M(PMe3)(mu-SMe)(mu-S)Mo(NO)Cp*][BPh4] (M = Rh, Ir) and [(dppp)Pt(mu-SMe)(mu-S)Mo(NO)Cp*][OTf], respectively. The Pt-W complex 6b undergoes either S- or O-methylation to form a mixture of [(dppp)Pt(mu-SMe)(mu-S)W(NO)Cp*][OTf] and [(dppp)Pt(mu-S)(2)W(NOMe)Cp*][OTf]. These observations indicate that O-alkylation and one-electron oxidation of the dinuclear nitrosyl complexes are facilitated by a common effect, i.e., donation of electrons from the group 9 or 10 metal center, where the group 9 metals behave as the more effective electron donor.

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  • Synthesis and reactivities of sulfido-bridged Ir-W and Ir-Re heterodinuclear complexes with imido ligands Reviewed

    Kazuya Arashiba, Yoshiaki Tanabe, Youichi Ishii

    CHEMISTRY LETTERS   36 ( 5 )   622 - 623   2007.5

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    The iridium hydrosulfido complexes [Cp*IrH(SH)(PPh3)] (Cp* = eta(5)-C5Me5) and [Cp*Ir(SH)(2)(PMe3)] were found to serve as effective building blocks for the synthesis of mono- and bis(sulfido)-bridged heterodinuclear complexes with a high-valent tungsten or rhenium-imido center.

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  • キラルビナフチル基を有する新規光学活性フェロセンの合成と変換反応 Reviewed

    山本真久, 菊地哲, 石井洋一, 福澤信一

    中央大学理工学研究所論文集   12 ( 12 )   99 - 105   2007.3

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  • Syntheses and properties of NCN-bridged tri- and tetranuclear complexes of cobalt and rhodium Reviewed

    Keiichi Takahata, Noriyuki Iwadate, Hidenobu Kajitani, Yoshiaki Tanabe, Youichi Ishii

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   692 ( 1-3 )   208 - 216   2007.1

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    The reaction Of [Cp*CoI2](2) (1b) with 2 equiv of NaNCNH affords the 16-membered macrocyclic NCNH-bridged tetracobalt(III) complex [Cp*CoI(mu(2)-NCNH-N,N')](4) (2b), while that with 2 equiv of Na2NCN yields the C-3-elongated cubane-like NCN-bridged tetracobalt(III) complex [Cp*Co(mu(3)-NCN-N,N,N')(3)(CoCp*)(3)(mu(3)-NCN-N,N,N)] (4b). Treatment of [Cp*RhCl2](2) (1c) with 2 equiv of NaNCNH gives the C-3-elongated cubane-like tetrarhodium(III) complex [Cp*Rh(mu(3)-NCN-N,N,N')(3)(RhCp*)(3)(mu(3)-NCN-N,N,N)] (4c) via the macrocyclic complex [Cp*RhCl(mu(2)-NCNH-N,N')](4) (2c). On the other hand, the reaction of [Cp*CoCl](2) (7) with Na2NCN affords the anionic bis(NCN)-capped tricobalt(II) complex Na[(CP*CO)(3)(mu(3)-NCN-N,N,N)(2)] (6). The molecular structures of complexes 2b center dot CH2Cl2 and 4c - 2C(6)H(6) have been confirmed by X-ray analyses. The electrochemical properties of these types of NCN-bridged group 9 metal complexes have also been examined. (c) 2006 Elsevier B.V. All rights reserved.

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  • Synthesis and reactivities of a bis(cyanamido)-capped triruthenium complex Reviewed

    Yoshiaki Tanabe, Hidenobu Kajitani, Masakazu Iwasaki, Youichi Ishii

    DALTON TRANSACTIONS   2007 ( 41 )   4701 - 4707   2007

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    The tetraruthenium complex [Cp*RuCl](4) (Cp* = eta(5)-C5Me5) reacts with Na2NCN to afford the anionic bis(cyanamido)-capped triruthenium complex [(Cp*Ru)(3)(mu(3)-NCN)(2)](-) (2(-)), which undergoes single electron oxidation to form [(Cp*Ru)(3)(mu(3)-NCN)(2)] upon workup with 1 equiv. of [Cp2Fe](PF6) (Cp = eta(5)-C5H5). Treatment of 2(-) with 1 equiv. of HCl at room temperature leads to the protonation of one of the Ru-Ru edges to give the hydrido-bridged complex [(Cp*Ru)(3)(mu-H)(mu-NCN)(2)], while the cationic side-on NCNH2 complex [(Cp*Ru)(3)(mu-Cl)(mu(3)-NCN)(mu(3)-NCNH2-1 kappa C,N:2 kappa C:3 kappa N)]Cl (5) is obtained by the reaction of 2- with an excess amount of HCl at -78 degrees C. On the other hand, the reaction of 2(-) with BR3 (R = Et, Ph) results in the ligation of two BR3 molecules to the terminal nitrogen atoms of the cyanamido ligands to yield the bis(borane) adduct (PPN)[(Cp*Ru)(3){(mu(4)-NCN)(BR3)}(2)] (6,PPN = Ph3PNPPPh3). 6b (R = Et) slowly liberates one BEt3 molecule in acetone to give the mono(borane) adduct (PPN) [(Cp*Ru)(3)(mu(3)-NCN){(mu(4)-NCN)(BEt3)}] (7). 2(-) is also shown to react with [AuCl(PPh3)] or PhCOCl to afford the tetranuclear heterometallic complex [(Cp*Ru)(3)(mu(3)-NCN){(mu(4)-NCN)(AuPPh3)}] ( 8) or the benzoylcyanamido complex [(Cp*Ru)(3)(mu(3)-NCN)(mu(3)-NCNCOPh)] in which the Au(PPh3)(+) or benzoyl fragment is bound to the terminal nitrogen atom of a cyanamido ligand. The molecular structures of PPN(+)2(-), 5 center dot C6H6, 7 and 8 center dot C6H6 have been determined by single-crystal X-ray analyses.

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  • Highly phosphorescent iridium complexes containing both tridentate bis(benzimidazolyl)-benzene or -pyridine and bidentate phenylpyridine: Synthesis, photophysical properties, and theoretical study of Ir-bis(benzimidazolyl) benzene complex Reviewed

    Shinya Obara, Masumi Itabashi, Fumio Okuda, Satoru Tamaki, Yoshiaki Tanabe, Youichi Ishii, Koichi Nozaki, Masa-aki Haga

    INORGANIC CHEMISTRY   45 ( 22 )   8907 - 8921   2006.10

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    Novel mixed-ligand Ir( III) complexes, [ Ir( L)( N boolean AND C) X](n+) ( L) N boolean AND C boolean AND N or N boolean AND N boolean AND N; X) Cl, Br, I, CN, CH3CN, or - CCPh; n) 0 or 1), were synthesized, where N boolean AND C boolean AND N) bis( N-methylbenzimidazolyl) benzene ( Mebib) and bis( N-phenylbenzimidazolyl) benzene ( Phbib), N boolean AND N boolean AND N) bis( N-methylbenzimidazolyl) pyridine ( Mebip), and N boolean AND C) phenylpyridine ( ppy) derivatives. The X-ray crystal structures of [ Ir( Phbib)( ppy) Cl] and [ Ir( Mebib)( mppy) Cl] [ mppy) 5-methyl-2-( 2'-pyridyl) phenyl] indicate that the nitrogen atom of the ppy ligand is located trans to the coordinating carbon atom in Me- or Phbib, while the coordinating carbon atom in ppy occupies the trans position of Cl. [ Ir( Mebip)( ppy) Cl](+) showed a quasireversible Ir( III/IV) oxidation wave at + 1.05 V, while the Ir complexes, [ Ir( Mebib)( ppy) Cl], were oxidized at + 0.42 V versus Fc/Fc(+). The introduction of an Ir - C bond in [ Ir( Mebib)( ppy) Cl] induces a large potential shift of 0.63 V in a negative direction. Further, the oxidation potential of [ Ir( Mebib)( Rppy) X] was altered by the substitution of R, R', and X groups. Compared to the oxidation potential, the first reduction potential revealed an almost constant value at - 2.36 to - 2.46 V for [ Ir( L)( ppy) Cl] ( L) Mebib and Phbib) and - 1.52 V for [ Ir( Mebip)( ppy) Cl. The UV-vis spectra of [ Ir( Mebib)( R-ppy) X] show a clear singlet metal-to-ligand charge-transfer transition around 407 similar to 425 nm and a triplet metal-to-ligand charge-transfer transition at 498 similar to 523 nm. [ Ir( Mebip)( ppy) Cl] + emits at 610 nm with a luminescent quantum yield of Phi = 0.16 at room temperature. The phosphorescence of [ Ir( Mebib)( ppy) X] was observed at 526 nm for X) CN and 555 nm for X) Cl with the high luminescent quantum yields, Phi = 0.77 similar to 0.86, at room temperature. [ Ir( Phbib)( ppy) Cl] shows the emission at 559 nm with a luminescent quantum yield of) 0.95, which is an unprecedentedly high value compared to those of other emissive metal complexes. Compared to the luminescent quantum yields of the Ir( ppy) 2( L) derivatives and [ Ir( Mebip)( ppy) Cl](+), the neutral Ir complexes, [ Ir( L)( R-ppy) X] ( L) Me- or Phbib), reveal very high quantum yields and large radiative rate constants ( k(r)) ranging from 3.4 x 10(5) to 5.5 x 10(5) s(-1). The density functional theory calculation suggests that these Ir complexes possess dominantly metal-to-ligand charge-transfer and halide-to-ligand charge-transfer excited states. The mechanism for a high phosphorescence yield in [ Ir( bib)( ppy) X] is discussed herein from the perspective of the theoretical consideration of radiative rate constants using perturbation theory and a one-center spin - orbit coupling approximation.

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  • Observation of new kappa 2C,O :kappa 2C ',O ' coordination mode of 1,1,2,2-tetraacetylethanato ligand in a dinuclear 1,1,1,5,5,5-hexafluoroacetylacetonato palladium(II) complex Reviewed

    Yutaka Fukuda, Maiko Sakumoto, Yoshiaki Tanabe, Youichi Ishii, Wakako Suzuki, Akiko Nakao

    CHEMISTRY LETTERS   35 ( 8 )   936 - 937   2006.8

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    We have isolated a new dinuclear palladium(II) complex containing 1,1,2,2-tetraacetylethanato (taet) and 1,1,1,5,5,5-hexafluoroacetylacetonato (hfac) ligands, [(hfac)Pd(C,O-taet)Pd(hfac)] (2b), whose crystallographic study has revealed that taet is coordinated to each palladium center as a kappa C-2,O ligand to form a five-membered chelate ring. Complex 2b provides the first example of the kappa C-2,O:(KC)-C-2',O' coordination mode of beta-diketonato ligand, which slowly tautomerizes to [(hfac)Pd(O,O-taet)Pd(hfac)] (2a).

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  • トリメタホスフィマト配位子を有するルテニウム、ロジウム、イリジウム錯体の構造と性質 Reviewed

    上村聡, 飯田琢也, 金尾啓一郎, 野川千種, 田辺資明, 大石克嘉, 福澤信一, 石井洋一

    中央大学理工学研究所論文集   11   1 - 10   2006.3

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    DOI: 10.24789/00001219

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  • Electrophilic O-Methylation of a Terminal Nitrosyl Ligand Attained by an Early-Late Heterobimetallic Effect Reviewed

    K. Arashiba, S. Matsukawa, S. Kuwata, Y. Tanabe, M. Iwasaki, Y. Ishii

    Organometallics   25 ( 3 )   560 - 562   2006.2

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  • Syntheses and properties of emissive iridium(III) complexes with tridentate benzimidazole derivatives Reviewed

    T Yutaka, S Obara, S Ogawa, K Nozaki, N Ikeda, T Ohno, Y Ishii, K Sakai, M Haga

    INORGANIC CHEMISTRY   44 ( 13 )   4737 - 4746   2005.6

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    A series of novel emissive Ir(III) complexes having the coordination environments of [Ir(N boolean AND N boolean AND N)(2)](3+), [Ir(N boolean AND N boolean AND N)-(N boolean AND N)Cl](2+), and [Ir(N boolean AND N boolean AND N)(N boolean AND C boolean AND N)](2+) with 2,6-bis(1-methyl-benzimidazol-2-yl)pyridine (L1, N boolean AND N boolean AND N), 1,3-bis-(1-methyl-benzimidazol-2-yl)benzene (L2H, N boolean AND C boolean AND N), 4'-(4-methylphenyl)-2,2':6',2"-terpyridine (ttpy, N boolean AND N boolean AND N), and 2,2'-bipyridine (bpy, N boolean AND N) have been synthesized and their photophysical and electrochemical properties studied. The Ir(III) complexes exhibited phosphorescent emissions in the 500-600 nm region, with lifetimes ranging from approximately 1-10 mu s at 295 K. Analysis of the 0-0 energies and the redox potentials indicated that the lowest excited state of [Ir(L1)(L2)](2+) possessed the highest contribution of (MLCT)-M-3 (MLCT = metal-to-ligand charge transfer) among the Ir(III) complexes, reflecting the sigma-donating ability of the tridentate ligand, ttpy &lt; L1 &lt; L2. The emission quantum yields (Phi) of the Ir(III) complexes ranged from 0.037 to 0.19, and the highest Phi value (0.19) was obtained for [Ir(L1)(bpy)Cl](2+). Radiative rate constants (k(r)) were 1.2 x 10(4) S-1 for [Ir(ttpy)(2)](3+), 3.7 x 10(4) S-1 for [Ir(L1)(bpy)Cl](2+), 3.8 x 10(4) S-1 for [Ir(ttpy)(bpy)Cl](2+), 3.9 X 10(4) S-1 for [Ir(L1)(2)](3+), and 6.6 x 10(4) S-1 for [Ir(L1)(L2)](2+). The highest radiative rate for [Ir(L1)(L2)](2+) With the highest contribution of (MLCT)-M-3 could be explained in terms of the singlet-triplet mixing induced by spin-orbit coupling of 5d electrons in the MLCT electronic configurations.

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  • A cyanamido-bridged diiridium complex: A reactive building block for polynuclear cyanamido complexes Reviewed

    H Kajitani, Y Tanabe, S Kuwata, M Iwasaki, Y Ishii

    ORGANOMETALLICS   24 ( 10 )   2251 - 2254   2005.5

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    [Cp*IrCl2](2) reacts with 2 equiv of Na2NCN to afford the NCN-bridged diiridium complex [Cp*Ir(&mu;(2)-NCN-N,N)](2) (5), which undergoes further reactions with donor molecules such as CO and phosphines. Complex 5 works as an excellent building block for the synthesis of the NCN-capped heterotrinuclear complexes [(Cp*Ir)(2)(ML)(&mu;(3)-NCN-N,N,N)(2)](+) (ML = Rh(cod), CpRu, Pd(&eta;(3)-C3H5)) on reactions with cationic group 8-10 metal complexes such as [Rh(cod)(acetone)](+), [CpRu(MeCN)(3)](+), and [Pd(&eta;(3)-C3H5)(acetone)(n)](+), while the dimerization of 5 leads to the cubane-type tetrairidium complex [Cp*Ir(&mu;(3)-NCN-N,N,N)](4).

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  • Synthesis, structures, and solution behavior of Di- and trinuclear titanium(IV)-cyclophosphato complexes Reviewed

    S Kamimura, T Matsunaga, S Kuwata, M Iwasaki, Y Ishii

    INORGANIC CHEMISTRY   43 ( 20 )   6127 - 6129   2004.10

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    The reaction of the cyclotetraphosphate ion (P4O124-) with [Cp*TiCl3] (CP* = eta(5)-C5Me5) gives [(Cp*Ti)(2)(P4O12)(2)](2-) where the P4O12 ligands adopt a saddle conformation, while that with [(Cp*TiCl)(3)(mu-O)(3)] leads to [(Cp*Ti)(3)(mu-O)(3)(P4O12)](-) containing a crown form P4O12 ligand; both products feature their unique cage structures. On the other hand, the reactions of the cyclotriphosphate ion (P3O93-) with [(Cp*TiCl2)(2)(mu-O)] and [(Cp*TiCl)(3)(mu-O)(3)] afford [(Cp*Ti)(2)(mu-O)(P3O9)(2)](2-) and [(Cp*Ti)(3)(mu-O)(3)Cl(P3O9)](-), respectively, and in both cases the P3O9 ligands bridge two titanium centers with an eta(2):eta(1) mode.

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  • シクロトリホスフェートを配位子とするタンタルおよびニオブ錯体の合成と構造 Reviewed

    上村聡, 大石克嘉, 福澤信一, 石井洋一

    中央大学理工学研究所論文集   9   43 - 50   2004.3

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  • Synthesis and characterization. of cyclotetraphosphato complexes of Rh(I), Ir(I), Ru(II), and Pd(II) Reviewed

    S Kamimura, S Kuwata, M Iwasaki, Y Ishii

    INORGANIC CHEMISTRY   43 ( 2 )   399 - 401   2004.1

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    The cyclotetraphosphate ion (P4O124-) as a PPN (PPN = (PPh3)(2)N+) salt reacts with [MCl(cod)](2) (M = Rh, Ir; cod = 1,5-cyclooctadiene) to give the dinuclear complexes (PPN)(2)[{M(cod)}(2)-(P4O12)], in which the two metal moieties are situated trans to each other with respect to the P4O4 ring in the solid state. In solution, however, these complexes exist as mixtures of trans and cis isomers. On the other hand, the P4O124- ion reacts with 4 equiv of [Rh(cod)(MeCN)(x)](+) cation to give the tetranudear complex [Rh(cod)}(4)(P4O12)], where the four Rh(cod) fragments are bound to the P4O12 platform alternately on both sides of the P4O4 ring. Dinuclear P4O12 complexes of ruthenium and palladium are also synthesized.

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  • Hydrolysis of diribonucleoside monophosphate diesters assisted by a manganese(II) complex Reviewed

    M Yashiro, M Higuchi, M Komiyama, Y Ishii

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN   76 ( 9 )   1813 - 1817   2003.9

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    An Mn2+ complex with 2,2':6',2"-terpyridine (terpy) was found to promote the hydrolysis of NpN (NpN = diribonucleoside monophosphate diester) efficiently at pH 7.0 and 50 degreesC under ambient conditions. The structure of the Mn2+ complex involving a phosphodiester molecule, [(terpy)(dpp)Mn-II(mu-dpp)(2)Mn-II(dpp)(terpy)], dpp = diphenyl phosphate anion, was established by X-ray crystallography, and the coordination mode of Mn2+ to a phosphodiester molecule was considered.

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  • Novel catalytic hydrogenolysis of silyl enol ethers by the use of acidic ruthenium dihydrogen complexes Reviewed

    Takei, I, Y Nishibayashi, Y Ishii, Y Mizobe, S Uemura, M Hidai

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   679 ( 1 )   32 - 42   2003.8

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    Treatment of 1-trimethylsilyloxy-1-cyclohexene (1a) in the presence of a catalytic amount of the acidic dihydrogen complex [RuCl(eta(2)-H-2)(dppe)(2)]OTf (4a) [dppe-1,2-bis(diphenylphosphino)ethane, OTf = OSO2CF3] (10 mol.%) under I atm of H-2 in anhydrous ClCD2CD2Cl at 50 degreesC for 8 h afforded cyclohexanone (3a) and Me3SiH in quantitative NMR yields. Silyl enol ethers such as 1-triethylsilyloxy-1-cyclohexene (1b), 1-t-butyldimethylsilyloxy-1-cyclohexene (1c), and other trimethylsilylethers (Id, le, and If) reacted similarly with H-2 to afford the corresponding ketones and trialkylsilanes. The direct proton transfer from H-2 to the trimethylsilyl enol ethers (1a and Id-1f) was confirmed by the experiments employing D-2 gas, where alpha-monodeuterated ketones (3a' and 3d'-3f) were obtained in high yields. The enantioselective protonation of prochiral silyl enol ethers with I atm of H-2 by employing [RUCl(eta(2)-H-2)((S)-BINAP)(2)]OTf (4e) [BINAP = 2,2'-bis(diphenylphosphino)-1, 1'-binaphthyl] and [RUCl(eta(2)-H-2)((R, R)CHIRAPHOS)(2)]OTf (4f) [CHIRAPHOS = 2,3-bis(diphenylphosphino)butane] showed that no enantioselectivity was observed in either catalytic or stoichiometric protonation reactions under various reaction conditions. The reaction of [RuHCl(dppe)(2)] (5a) with one equivalent of Me3SiOTf under 1 atm of H-2 produced rapidly 4a, concurrent with the formation of Me3SiH. Based on these studies, the mechanism for this novel hydrogenolysis of silyl enol ethers is proposed which involves heterolytic cleavage of the coordinated H-2 on the ruthenium atom caused by the nucleophilic attack of the oxygen atom of enol ethers to give ketones and Me3SiOTf, and the subsequent reaction of the resultant complex 5a with Me3SiOTf under I atm of H-2 to regenerate the original dihydrogen complex 4a. On the other hand, the stoichiometric reaction of a lithium enolate 6e with one equivalent of 4e at -78 degreesC in CH2Cl2 under I atm of H-2 afforded 2-methyl-1-tetralone (3e) with 75% ee (S) in &gt; 95% yield, together with the formation of [RuHCl((S)-BINAP)(2)] (5e). (C) 2003 Elsevier Science B.V. All rights reserved.

    DOI: 10.1016/S0022-328X(03)00470-4

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  • Syntheses, structures and solution behaviour of cyclotriphosphato complexes of Pd(II), Pt(II) and Pt(IV) Reviewed

    S Kamimura, S Kuwata, M Iwasaki, Y Ishii

    DALTON TRANSACTIONS   2003 ( 13 )   2666 - 2673   2003.7

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    The cyclotriphosphate ion (P3O93-) as a PPN [PPN = (Ph3P)(2)N+] salt reacted in CH2Cl2 at room temperature with the cationic solvated complexes of Pd(II) and Pt(II), [M(phosphine)(2)(Me2CO)(2)](2+) [M = Pd, Pt; phosphine = PPh3, PMePh2 1/2 Ph2P(CH2)(2)PPh2 (dppe), 1/2 Ph2P(CH2)(4)PPh2 (dppb)], to give the anionic P3O9 complexes (PPN)-[Pd(P3O9)(PPh3)(2)] (1), (PPN)[Pd(P3O9)(PMePh2)(2)] (2), (PPN)[Pt(P3O9)(PPh3)(2)] (3), (PPN)[Pt(P3O9)(PMePh2)(2)](4), (PPN)[Pt(P3O9)(dppe)] (5) and (PPN)[Pt(P3O9)(dppb)] (6). Crystallographic studies revealed that the P3O9 ligand in complexes 1-4 and 6 adopts a normal chair conformation and behaves as a pseudo-tridentate ligand with two normal M-O bonds and an additional weak M...O interaction. In 1 and 3, the terminal P3O9 oxygen atom weakly bound to the metal centre forms relatively strong intramolecular CH...O hydrogen bonds with the phosphine ligands. In contrast, the P3O9 ligand in 5 is bidentate and takes a pseudo-boat conformation. Complexes 1-6 are fluxional in solution and exhibit only one singlet due to the P3O9 ligand in the P-31-{H-1} NMR spectra at room temperature; the signals of complexes 4-6 split into two at -40 to -70 degreesC. The activation parameters for the fluxional behaviour of 6 were determined by the line shape analysis of the variable temperature P-31- {H-1} NMR spectra. The Pt(IV) complex (PPN)(2)[PtMe3(P3O9)] (7) was also synthesised and structurally characterised.

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  • Synthesis of ferromagnetic Mn-Pt nanoparticles from organometallic precursors Reviewed

    K Ono, R Okuda, Y Ishii, S Kamimura, M Oshima

    JOURNAL OF PHYSICAL CHEMISTRY B   107 ( 9 )   1941 - 1942   2003.3

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    We have synthesized Mn-Pt nanoparticles using a chemical preparation based on a liquid-phase reaction caused by decomposition of organometallic precursors. The synthesized monodisperse Mn52.5Pt47.5 nanoparticles show an fcc crystalline structure and ferromagnetic properties even at the room temperature. Mn52.5Pt47.5, which is not ferromagnetic in a bulk form, shows a completely different physical property in nanoparticles.

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  • Mono(sulfido)-bridged mixed-valence nitrosyl complex: protonation and oxidative addition of iodine across the Ir(II)-Ir(0) bond Reviewed

    T Hattori, S Matsukawa, S Kuwata, Y Ishii, M Hidai

    CHEMICAL COMMUNICATIONS   2003 ( 4 )   510 - 511   2003

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    Treatment of [Cp*IrH(SH)(PMe3)] (CP* = eta(5)-C5Me5) with [IrCl2(NO)(PPh3)(2)] in the presence of triethylamine yielded the sulfido-bridged (IrIro)-Ir-II complex [Cp*Ir(PMe3)(mu-S)Ir(NO)(PPh3)], which further reacted with I-2 and triflic acid to give the diiodo complex [Cp*Ir(PMe3)(mu-I)(mu-S)IrI(NO)(PPh3)] and the hydrido complex [Cp*Ir(PMe3)(mu-H)(mu-S)Ir(NO)(PPh3)][OSO2CF3], respectively.

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  • Stepwise construction of a Re-Pd heterodinuclear core inside the cavity of p-tBu-calix[4]arene Reviewed

    K Iwasa, T Kochi, Y Ishii

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   42 ( 31 )   3658 - 3660   2003

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    DOI: 10.1002/anie.200351530

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  • Sulfur-bridged early-late heterobimetallics synthesized by incorporation of titanium, vanadium, and molybdenum into bis(hydrosulfido) templates of group 9 metals Reviewed

    S Kuwata, T Nagano, A Matsubayashi, Y Ishii, M Hidai

    INORGANIC CHEMISTRY   41 ( 17 )   4324 - 4330   2002.8

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    Reactions of the bis(hydrosulfido) complexes [Cp*Rh(SH)(2)(PMe3)] (1a; Cp* = eta(5)-C5Me5) with [CpTiCl3] (Cp = eta(5)-C5H5) and [TiCl4(thf)(2)] in the presence of triethylamine led to the formation of the sulfido-bridged titanium-rhodium complexes [Cp*Rh(PMe3)(mu(2)-S)(2)TiClCp] (2a) and [Cp*Rh(PMe3)(mu(2)-S)(2)TiCl2] (3a), respectively. Complex 3a and its iridium analogue 3b were further converted into the bis(acetylacetonato) complexes [Cp*M(PMe3)(mu(2)-S)(2)Ti(acac)(2)] (4a, M = Rh; 4b, M = Ir) upon treatment with acetylacetone. The hydrosulfido complexes 1a and [Cp*Ir(SH)(2)(PMe3)] (1b) also reacted with [VCl3(thf)(3)] and [Mo(CO)(4)(nbd)] (nbd = 2,5-norbornadiene) to afford the cationic sulfido-bridged VM2 complexes [{Cp*M(PMe3)(mu(2)-S)(2)}(2)V](+) (5a(+), M = Rh; 5b(+), M = Ir) and the hydrosulfido-bridged MoM complexes [Cp*M(PMe3)(mu(2)-SH)(2)Mo(CO)(4)] (6a, M = Rh; 6b, M = Ir), respectively.

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  • Syntheses and skeletal transformations of NCNH- and NCN-bridged tetrairidium(III) cages Reviewed

    Y Tanabe, S Kuwata, Y Ishii

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   124 ( 23 )   6528 - 6529   2002.6

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    DOI: 10.1021/ja017436e

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  • Organometallic synthesis and magnetic properties of ferromagnetic Sm-Co nanoclusters Reviewed

    K Ono, Y Kakefuda, R Okuda, Y Ishii, S Kamimura, A Kitamura, M Oshima

    JOURNAL OF APPLIED PHYSICS   91 ( 10 )   8480 - 8482   2002.5

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    We have successfully prepared Sm-Co composite nanoclusters using liquid-phase organometallic synthesis. The chemical composition was determined by quantitative x-ray fluorescence analysis and it is found that the composition of synthesized Sm-Co nanoclusters was Sm poor while the Sm-Co nanoclusters with required composition could be obtained in starting from the excess Sm(acac)(3). From the transmission electron microscopy measurements, the Sm-Co nanoclusters have the uniform size with the diameter of 9 nm. The crystalline structure was fcc which is different from that of bulk SmCo alloy with the same Sm and Co content. The magnetic property was observed by superconducting quantum interference magnetometer and shows the ferromagnetic characteristics. (C) 2002 American Institute of Physics.

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  • Sulfido-bridged IrRh2 clusters derived from (hydrogensulfido)iridium complexes and dirhodium fragment. Comparison between hydrido-hydrogensulfido and bis(hydrogensulfido) systems Reviewed

    A Matsubayashi, S Kuwata, Y Ishii, M Hidai

    CHEMISTRY LETTERS   2002 ( 4 )   460 - 461   2002.4

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    Treatment of [Rh(mu(2)-Cl)(cod)](2) (cod = 1,5-cyclooctadiene) with the hydrido-hydrogensulfido complex [Cp*IrH(SH)(PMe3)] (Cp* = eta(5)-C5Me5) in the presence of triethylamine afforded the hydrido-mono(sulfido) complex [Cp*Ir(PMe3)(mu(2)-H)(mu(3)-S){Rh(cod)}{RhCl(cod)}], whereas the corresponding reaction with the bis(hydrogensulfido) complex [Cp*Ir(SH)(2)(PMe3)] gave the bis(sulfido) complex [Cp*Ir(mu(3)-S)(2){Rh(cod)}(2)] with liberation of trimethylphosphine.

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  • Coordination behaviour of (diaryl disulfide)-bridged dinuclear thiairidaindan cores: ligand substitution by isocyanides, CO, hydrazines and hydroxylamine, and related reactions Reviewed

    S Matsukawa, S Kuwata, Y Ishii, M Hidai

    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS   2002 ( 13 )   2737 - 2746   2002

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    The diaryl disulfide ligand in the thiolato-bridged diiridium(III) complexes [{Ir(mu-SC6H4 - nMe(n)CH(2))Cl(PPh3)}(2)-(mu-ArSSAr)] [1a, n = 1, Ar = C6H3Me2-2,6 (Xy); 1b, n = 2, Ar = C6H2Me3-2,4,6 (Mes)] is readily substituted by isocyanides, CO, hydroxylamine and hydrazines to afford the bis(isocyanide), bis( carbonyl) and bis( hydroxylamine) complexes [Ir(mu-SC6H4 (-) nMenCH2)Cl(PPh3)(L)](2) (2a, n = 1, L = XyNC; 2b, n = 2, L = XyNC; 3a, n = 1, L = (BuNC)-N-t; 3b, n = 2, L = (BuNC)-N-t; 4a, n = 1, L = CO; 4b, n = 2, L = CO; 7a, n = 1, L = NH2OH; 7b, n = 2, L = NH2OH) and the bridging hydrazine complexes [{Ir(mu-SC6H4 (-) (n) MenCH2)Cl(PPh3)}(2)(mu-NH2NR2)] (5a, n = 1, R = H; 5b, n = 2, R = H; 6, n = 1, R = Me), respectively. On the other hand, the reaction of 1b with MeLi resulted in reductive cleavage of the disulfide bond to give the coordinatively unsaturated diiridium() complex [Ir(mu-SC6H2Me2CH2)(SMes)(PPh3)](2) (8), which was further converted into the bis( carbonyl) complex [Ir(mu-SC6H2Me2CH2)(SMes)(PPh3)(CO)](2) (9) upon addition of CO. Treatment of 2b with AgPF6 led to the formation of the difluorophosphato-bridged complex [{Ir(mu-SC6H2Me2CH2)(PPh3)(XyNC)}(2)(mu-PF2O2)][PF6] (10). The structures of the thiairidaindan complexes 2b, 4a, 5a, 7a and 8-10 have been determined by X-ray crystallography.

    DOI: 10.1039/b201591a

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  • Site-selective and stepwise complexation of two M(cod)(+) (M = Rh, Ir) fragments with calix[4]arene Reviewed

    Y Ishii, K Onaka, H Hirakawa, K Shiramizu

    CHEMICAL COMMUNICATIONS   2002 ( 10 )   1150 - 1151   2002

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    The reaction of [(cod)M(m-OMe)](2) (M = Rh, Ir; cod = cycloocta-1,5-diene) with calix[4]arenes (LH4) in the molar ratio of 0.5-0.6:1 gave the rhodium and iridium pi-arene complexes [(cod)M(eta(6)-LH3)], while that in the molar ratio of 1.1-1.5:1 (M = Rh) led to the selective formation of the dinuclear complexes [{(cod)Rh}(2)(eta(6):eta(2)-LH2)] in which one of the Rh(cod)(+) fragments is coordinated by an eta(6)-aryl group and the other by two phenolic oxygen atoms; the stepwise synthesis of the Rh-Ir heterobimetallic analogue of the latter complex was further achieved.

    DOI: 10.1039/b201992m

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  • Synthesis of TiBu2 heterobimetallic and TiRuM (M = Rh, Ir, Pd, Pt) heterotrimetallic sulfido clusters from a hydrosulfido-bridged titanium-ruthenium complex Reviewed

    S Kuwata, S Kabashima, N Sugiyama, Y Ishii, M Hidai

    INORGANIC CHEMISTRY   40 ( 9 )   2034 - 2040   2001.4

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    Treatment of the hydrosulfido-bridged titanium-ruthenium heterobimetallic complex [Cp2Ti(mu (2)-SH)(2)RuCl(eta (5)-C5Me5)] (1; Cp = eta (5)-C5H5) with an excess of triethylamine followed by addition of [RuCl2(PPh3)(3)] and [{(cod)M}(2)- (mu (2)-Cl)(2)] (M = Rh, Ir; cod = 1,5-cyclooctadiene) led to the formation of the TiRu2 and TiRuM mixed-metal sulfido clusters [(CpTi){(eta (5)-C5H5)Ru}{Ru(PPh3)(2)}(mu (3)-S)(2)(mu (2)-Cl)(2)] (3) and [(CpTi){(eta (5)-C5Me5)Ru}{M(cod)}-(mu (3)-S)(2)(mu (2)-Cl)] (M = Rh (4a), Ir (4b)), respectively. On the other hand, the reactions of 1 with [M(PPh3)(4)] (M = Pd, Pt) afforded the TiRuM trinuclear clusters [(CpTiCl){(eta (5)-C5Me5)Ru}{M(PPh3)(2)}(mu (3)-S)(mu (2)-S)(mu (2)-H)] (M = Pd (5a), Pt (5b)) with an unprecendent M-3(mu (3)-S)(mu (2)-S) core. The detailed structures of these triangular clusters 3-5 have been determined by X-ray crystallograph. Crystal data: 3, triclinic, P (1) over bar, a = 12.448(4) Angstrom, b = 12.773-(4) Angstrom, c = 17.270(4) Angstrom, alpha = 100.16(2)degrees, beta = 99.93(2)degrees, gamma = 114.11(3)degrees, V = 2373(1) Angstrom (3), Z = 2; 4a, triclinic, P (1) over bar, a = 7.714(2) Angstrom, b = 11.598(3) Angstrom, c = 14.802(4) Angstrom, alpha = 80.46(2)degrees, beta = 82.53(2)degrees, gamma = 71.47(2)degrees, V = 1234.0(6) Angstrom (3), Z = 2; 4b, triclinic, P (1) over bar, a = 7.729(1) Angstrom, b = 11.577(2) Angstrom, c = 14.766(3) Angstrom, alpha = 80.14(1)degrees, beta = 82.71(1)degrees, gamma = 71.55(1)degrees, V = 1231.1(4) Angstrom (3), Z = 2; 5a, monoclinic, P2(1)/c, a = 11.369(2) Angstrom, b = 16.207(3) Angstrom. c = 26.116(2) Angstrom, beta = 102.29(1)degrees, V = 4701(1) Angstrom (3), Z = 4.

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  • A Ti2Ru2Pd2 oxo-sulfido cluster synthesized by linking two rationally preorganized TiRuPdS2 heterotrimetallic units with an oxo ligand: Its reaction with an alkyne Reviewed

    S Kuwata, S Kabashima, Y Ishii, M Hidai

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   123 ( 16 )   3826 - 3827   2001.4

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  • Ruthenium-catalyzed propargylic alkylation of propargylic alcohols with ketones: Straightforward synthesis of gamma-keto acetylenes Reviewed

    Y Nishibayashi, Wakiji, I, Y Ishii, S Uemura, M Hidai

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   123 ( 14 )   3393 - 3394   2001.4

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  • Carbonylation reactions catalyzed by homogeneous Pd-Co bimetallic systems Reviewed

    Y Ishii, M Hidai

    CATALYSIS TODAY   66 ( 1 )   53 - 61   2001.3

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    The PdCl2(PPh3)(2)-Co-2(CO)(8) bimetallic catalyst was found to be effective for the carbonylation of ArI with CO/HSiEt3 to give benzyl silyl ethers as the major product, although neither PdCl2(PPh3)(2) nor Co-2(CO)(8) alone was catalytically active. Addition of NEt3 to the reaction system changed the distribution of the carbonylation products, where 1,2-diaryl-1,2-disiloxyethanes were obtained predominantly. The former reaction is suggested to proceed via the aldehyde intermediate, while a mechanism involving the aroylcobalt complex (ArCO)Co(CO)(3)(PPh3) formed by way of a Pd-Co bimetallic complex is proposed for the latter reaction. On the other hand, PdCl2(PCy3)(2) was found to work as a selective catalyst for the hydroformylation of internal alkynes to give the corresponding alpha,beta -unsaturated aldehydes, and the combined use of PdCl2(PCy3)(2) and Co-2(CO)(8) remarkably improved the catalytic activity with little change of the selectivity. Regio- and chemoselective hydroformylation of alkynes was achieved by using the PdCl2(PCy3)(2) and PdCl2(PCy3)(2)-Co-2(CO)(8) catalysts. (C) 2001 Elsevier Science B.V. All rights reserved.

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  • Synthesis and structures of heterobimetallic Ir2M (M=Pd, Pt) sulfido clusters and their catalytic activity for regioselective addition of alcohols to internal 1-aryl-1-alkynes Reviewed

    D Masui, T Kochi, Z Tang, Y Ishii, Y Mizobe, M Hidai

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   620 ( 1-2 )   69 - 79   2001.2

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    The heterobimetallic trinuclear sulfido clusters [(Cp*Ir)(2)(mu (3)-S)(2)MCl2] (M = Pd (3), Pt (4); Cp* = eta (5)-C5Me5) were synthesized from the dinuclear hydrogensulfido complex [Cp*IrCl(mu -SH)(2)IrCp*Cl] (2) and [MCl2(COD)] (COD = cycloocta-1,5-diene), while the reaction of 2 with [Pd(PPh3)(4)] afforded the cationic trinuclear cluster [(Cp*Ir)(2)(mu (3)-S)(2)PdCl(PPh3)]Cl (5). Clusters 3 and 4 reacted with PPh3 to give a series of mono and dicationic clusters including 5, while the dicationic clusters [(Cp*Ir)(2)(mu (3)-S)(2)M(dppe)][BPh4](2) (M = Pd (9), Pt (10); dppe = Ph2PCH2CH2PPh2) were obtained by the reaction with dppe followed by anion metathesis. The molecular structures of 5 . CH2Cl2, 9 . CH3COCH3, and 10 . CH3COCH3 were determined by X-ray crystallography. Clusters 3 and 4 were found to catalyze the addition of alcohols to alkynes to give the corresponding acetals. Internal 1-aryl-1-alkynes were transformed by cluster 3 into the corresponding 2,2-dialkoxy-1-arylalkanes with high regioselectivity up to 99:1, while cluster 4 was a much less regioselective catalyst. (C) 2001 Elsevier Science B.V. All rights reserved.

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  • Synthesis, structure, and reactivities of the five-coordinate molybdenum(0) mono(acetylene) complex [Mo(HC=CH)(dppe)(2)] Reviewed

    H Ishino, S Kuwata, Y Ishii, M Hidai

    ORGANOMETALLICS   20 ( 1 )   13 - 15   2001.1

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    The reaction of trans-[Mo(N-2)(2)(dppe)(2)] (1; dppe = Ph2PCH2CH2PPh2) with excess amounts of HC drop CLi(.)en (en = H2NCH2CH2NH2) afforded the five-coordinate Mo(0) mono(acetylene) complex [Mo(HC drop CH)(dppe)(2)] (2). Treatment of 2 with 2 mol of [Cp2Fe][BF4] (Cp = eta (5)-C5H5) in THF gave the Mo(II) acetylene complex trans-[MoF(HC drop CH)(dppe)(2)][BF4] while that in THF-MeCN followed by anion metathesis with NaOTf (OTf = OSO2CF3) led to the formation of the metallacyclopropene complex [Mo(eta (3)-CHCHPPh2CH2CH2PPh2-C,C',P)(MeCN)(2)(dppe)][OTf](2).

    DOI: 10.1021/om0007623

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  • Syntheses, structures, and reactivities of heterobimetallic bridging dinitrogen complexes containing group 6 and group 4 or 5 transition metals Reviewed

    H Ishino, T Nagano, S Kuwata, Y Yokobayashi, Y Ishii, M Hidai

    ORGANOMETALLICS   20 ( 1 )   188 - 198   2001.1

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    A series of heterobimetallic dinitrogen complexes containing group 6 and group 4 or 5 transition metals were synthesized by the reaction of the tungsten or molybdenum dinitrogen complexes cis-[W(N(2))(2)(PMe(2)Ph)(4)] (1) and trans-[M(N(2))(2)(dppe)(2)] (2) (M = W, Mo) with group 4 or group 5 compounds such as [CpTiCl(3)], [Cp(2)M&apos;Cl(2)] (M&apos; = Ti, Zr, Hf), or [Cp&apos;M&apos;Cl(4)] (Cp&apos; = Cp, Cp*; M&apos; = Nb, Ta). Crystallographic studies of the complexes thus obtained including [WCl(PMe(2)Ph)(4)(mu -N(2))TiCpCl(2)] and [WCl(PMe(2)Ph)(4)(mu -N(2))NbCpCl(3)] revealed that the M-N-N-M&apos; core is essentially linear, and the N-N bond is regarded to have the formal bond order of 2. Several mu -N(2) complexes with methyl ligands at the group 4 or 5 metal center were also obtained through the reaction of dinitrogen complexes 1 and 2a (M = W) with the methyl complexes [Cp(2)ZrMeCl], [TaMe(3)Cl(2)], and [NbMe(3)Cl(3)]. The reaction of the complex [WCl(dppe)(2)(mu -N(2))TiCpCl(2)] with Li(2)S(5) afforded the eta (2)-pentasulfido complex [WCl(dppe)(2)(mu -N(2))TiCpS(5)], where the eta (2)-S(5) ligand forms a six-membered chelate ring with the chair conformation. Protonation of the mu -N(2) complexes having PMe(2)Ph ligands gave NH(3) in moderate yield, concurrent with the formation of a small amount of NH(2)NH(2).

    DOI: 10.1021/om000684j

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  • Ruthenium-catalysed asymmetric hydrosilylation of ketoximes using chiral oxazolinylferrocenylphosphines Reviewed

    Takei, I, Y Nishibayashi, Y Ishii, Y Mizobe, S Uemura, M Hidai

    CHEMICAL COMMUNICATIONS   2001 ( 22 )   2360 - 2361   2001

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    Chiral ruthenium(II) complexes, RuCl2(PPh3)(oxazolinylferrocenylphosphine), have been found to be effective catalysts for asymmetric hydrosilylation of ketoximes to give the corresponding primary amines in good yields with high enantioselectivities (up to 89% ee) after acid hydrolysis.

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  • Sulfido-bridged titanium-iridium heterobimetallic complexes derived from an iridium hydrosulfido complex Reviewed

    T Nagano, S Kuwata, Y Ishii, M Hidai

    ORGANOMETALLICS   19 ( 20 )   4176 - 4178   2000.10

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    Reactions of [Cp*Ir(SH)(2)(PMe3)] (1; Cp* = eta(5)-C5Me5) with [CpTiCl3](Cp = eta(5)-C5H5) and [TiCl4(thf)(2)] in the presence of triethylamine afforded the sulfido-bridged titanium-iridium heterobimetallic complexes [CpTiCl(mu(2)-S)(2)Ir-(PMe3)Cp*] (2) and [TiCl2(mu(2)-S)(2)Ir(PMe3)Cp*] (3), respectively.

    DOI: 10.1021/om000417d

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  • Reactions of cationic dirhodium and diiridium complexes [Cp*M(mu-Cl)(mu-SPri)(2)MCp*][OTf] (M = Rh, Ir) with terminal alkynes. Comparison with the diruthenium system Reviewed

    Y Ishii, K Ogio, M Nishio, M Retboll, S Kuwata, H Matsuzaka, M Hidai

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   599 ( 2 )   221 - 231   2000.4

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    Reactions of the cationic dirhodium and diiridium complexes [Cp*M(mu-Cl)(mu-SPri)(2)MCp*][OTf] (2, M = Rh; 3, M = Ir; Cp* = eta(5)-C5Me5, OTf = OSO2CF3) with terminal alkynes were investigated. Treatment of 2 and 3 with methyl propiolate afforded the cationic complexes [Cp*MCl(mu-SPri){mu-S(Pr-i)C=CHCOOMe}MCp*][OTf], (4, M = Rh; 5, M = Ir), in which the substituted vinyl ligand forms an M(1)-C-S-M(2) bridge and is further coordinated to the M(1) center at the carbonyl oxygen. On the other hand, [Cp*IrCl(mu-SPri){mu-C(SPri)=CH2} IrCp*][OTf] (8), in which the olefinic C=C bond of the alpha-(isopropylthio)vinyl ligand also works as an eta(2) ligand, was obtained by the reaction of 3 with acetylene gas. Complex 3 reacted with 1,1-diphenyl- or 1,1-ditolyl-2-propyn-1-ol to give the hydroxycarbene complexes [Cp*IrCl(mu-SPri)(2)Ir{=C(OH)CH=CAr2}Cp*][OTf](11) Ar = Ph; 12, Ar = Tol), while the reactions of complexes 2 and 3 with 3-butyn-1-ol and 4-pentyn-1-ol produced cyclic alkoxycarbene complexes [Cp*MCl(mu-SPri)(2)M {=(CH2)(n) + 2O}Cp*][OTf] (15, M = Rh, n = 1; 16, M = Ir, n = 1; 17, M = Ir, n = 2). All of the products are considered to be formed via the initial formation of a dinuclear vinylidene or allenylidene complex followed by the nucleophilic attack of an SPri ligand, H2O molecule, or the omega-OH group at the C-alpha atom of the vinylidene-type ligand. The intermediate vinylidene and allenylidene species are regarded to have higher reactivity in the nucleophilic addition reactions than the corresponding diruthenium complexes, and the difference in the reactivities is interpreted in terms of the extended Huckel molecular orbital calculations of model complexes. The molecular structures of complexes 3, 4, 5, [Cp*IrCl(mu-SPri){mu-C(SPri)=CH2}IrCp*][PF6].THF (8'.THF), 12, and 16 were determined by X-ray diffraction studies. (C) 2000 Elsevier Science S.G. All rights reserved.

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  • Synthesis and characterization of mixed-metal sulfide clusters with the cubane-type PtMo3S4 core Reviewed

    D Masui, Y Ishii, M Hidai

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN   73 ( 4 )   931 - 938   2000.4

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    The reaction of the incomplete cubane-type duster [Mo-3(mu(3)-S)(mu-S)(3)(H2O)(9)]Cl-4 (1) and [Pt(dba)(2)] (dba = 1,5-diphenyl-1,4-pentadien-3-one) in MeOH gave a brown precipitate (4) that contains platinum and molybdenum in the atomic ratio of 1 :3. Further treatment of 4 with 3 equiv of dppe (dppe = 1, 2-bis(diphenylphosphino)ethane) gave the cubane type cluster [PtMo3(mu(3)-S)(4)Cl-4(dppc)(3)] (5) in 37% yield, whose molecular structure was unambiguously characterized by X-ray diffraction study of 5.2CH(2)ClCH(2)Cl.2H(2)O. A similar reaction of 4 with 4 equiv of dppe afforded the cationic cluster [PtMo3(mu(3)-S)(4)Cl-3(dppe)(4)]Cl (6) in 29% yield, which was characterized spectroscopically. The Pd-Mo and Ni-Mo analogues of the above Pt-Mo clusters, [PdMo3(mu(3)-S)(4)Cl .(dppe)(4)]Cl . CH2Cl2 (7) and [NiMo3(mu(3) -S)(4)Cl-4(dppe)(3)] (8), were also synthesized by the reactions of the corresponding aqua clusters with dppe.

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  • Reaction mechanism of the C N triple bond cleavage of beta-ketonitriles on a molybdenum(0) center Reviewed

    Y. Tanabe, H. Seino, Y. Ishii, M. Hidai

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   122 ( 8 )   1690 - 1699   2000.3

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    The molybdenum dinitrogen complex trans-[Mo(N(2))(2)(dppe)(2)] (2) reacted with 2-2.5 equiv of various beta-ketonitriles at room temperature to afford the (nitrido)(nitrile-enolato) complexes trans-(Mo(N)(NCCR(1)-COR(2))(dppe)(2)] (4; R(1) = H, R(2) = 4-MeOCOC(6)H(4), 4-ClC(6)H(4), 4-Tol, 4-MeOC(6)H(4), 2-C(4)H(3)O, 2-C(4)H(3)S, Pr(i); R(1) = CN, R(2) = Me, Ph; dppe = Ph(2)PCH(2)CH(2)PPh(2) via the C=N triple bond cleavage of the nitriles on the molybdenum center. On the other hand, the reaction of complex 2 with ? equiv of pivaloylacetonititrile at room temperature led to the isolation of the (alkylideneamido)(nitrile-enolato) complex trans-[Mo(NCHCH(2)COBu(l)(NCCHCOBu(l))(dppe)(2)] (5k), which further underwent the cleavage of the C=N double bond of the alkylideneamido ligand to give the corresponding (nitrido)(nitrile-enolato) complex trans-[Mo(N)(NCCHCOBu(l))(dppe)(2)] together with 4,4-dimethyl-1-penten-3-one. Furthermore, treatment of 2 with large excess amounts of 3-chlorobenzoylacetonitrile followed by anion metathesis with [NHEt(3)][OTf] (OTf = OSO(2)CF(3)) resulted in me isolation of the cationic (imido)(nitrile-enolato) complex trans-[Mo{NCH(2)CH(2)CO(C(6)H(4)Cl-4)}{NCCHCO-(C(6)H(4)Cl-4)}(dppe)(2)][OTf] (6c(+)[OTf](-)). The solid-state structures of 4h . 1.5C(2)H(4)Cl(2) (R(1) = CN, R(2) = Me), 5k . C(6)H(6), and 6c(+)[OTf](-) were determined by single-crystal X-ray analyses. The detailed NMR analysis of the reaction of 2 with aroylacetonitriles revealed that the (alkylideneamido)(nitrile-enolato) complexes trans-[Mo-NCHCH(2)COR)(NCCHCOR)(dppe)(2)] (5) act as the key intermediates for the C=N triple bond fission. and the rate constants for the conversion of the complexes 5 into the nitrido complexes 4 showed good correlation with the Hammett sigma(p) or sigma(a) constants for the aroyl substituents, when positive rho values were obtained (rho(p), 1.42; rho(a), 0.41). A reaction mechanism for the nitrido complex formation is proposed, which includes (1) the substitution of a dinitrogen ligand in 2 with a beta-ketonitrile molecule, (2) the fast protonation of the nitrite ligand by a second beta-ketonitrile molecule leading to the formation of complex 5, (3) the relatively slow proton shift from the a-position of the carbonyl group to the amido carbon in the alkylideneamido ligand to form an enolated imido ligand. and (4) the fast elimination of a vinyl ketone from the imido ligand giving the nitrido complex 4 as the final product.

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  • Rh4S7 and Ir3CuS6 clusters with di- and trisulfido ligands derived from dinuclear hydrogensulfido complexes Reviewed

    T Kochi, Y Tanabe, Z Tang, Y Ishii, M Hidai

    CHEMISTRY LETTERS   1999 ( 12 )   1279 - 1280   1999.12

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    Reactions of the dinuclear hydrogensulfido-bridged complexes [Cp*MCl(mu-SH)(2)MClCp*] (M = Rh, Ir) with CuCl2. 2H(2)O lead to formation of Rh4S7 and Ir3CuS6 clusters [(Cp*Rh)(4)(mu(3)-S-2)(2)(mu(4)-S-3)][CuCl2](2) and [(Cp*Ir)(3)(mu(3)-S-2)(3)(CuCl2)][CuCl2] through the oxidative S-S bond formation, the former of which contains a trisulfido ligand of the unprecedented mu(4)-eta(2):eta(1):eta(1):eta(1) coordination mode.

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  • A new vitamin E (alpha-tocomonoenol) from eggs of the Pacific salmon Oncorhynchus keta Reviewed

    Y. Yamamoto, N. Maita, A. Fujisawa, J. Takashima, Y. Ishii, W. C. Dunlap

    JOURNAL OF NATURAL PRODUCTS   62 ( 12 )   1685 - 1687   1999.12

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    A novel alpha-tocomonoenol [3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyl-12-tridecenyl)-2H-1-benzopyran-6-ol] having an unusual methylene unsaturation at the isoprenoid-chain terminus of alpha-tocopherol was isolated from the lipophilic fraction of chum salmon eggs. The structure of this marine-derived tocopherol (MDT) was established by spectral analyses. The peroxyl radical-trapping activities of MDT and alpha-tocopherol were compared in aqueous phosphatidylcholine liposomal suspension and in methanolic solution at 37 degrees C. The antioxidant activity of MDT was found to be identical to that of alpha-tocopherol under the experimental conditions of measurement.

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  • Agostic interaction in formally five-coordinate hydridobis[1,3-bis(diphenylphosphino)propane]ruthenium(II) ion Reviewed

    M Saburi, T Fujii, T Shibusawa, D Masui, Y Ishii

    CHEMISTRY LETTERS   1999 ( 12 )   1343 - 1344   1999.12

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    The molecular structures of [RuH(dppp)(2)](+) (1) and [RuH{OC(CH3)(2)}(dPPe)(2)](+) (2) ions in the PF6- salts were determined by the X-ray crystallography. 1 involves the agostic interaction between the ortho C-H bond of a phenyl group of the dppp ligands and the formally unsaturated Ru center, and takes the cis geometry, where the terminal hydride and the agostic C-H moiety occupy the adjacent sites to each other. 2 adopts a typical octahedral six-coordinate structure with a coordinating acetone molecule trans to the hydride.

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  • Hydrodesulfurization of benzothiophene over zeolite-supported catalysts prepared from Mo and Mo-Ni sulfide clusters Reviewed

    M Taniguchi, D Imamura, H Ishige, Y Ishii, T Murata, M Hidai, T Tatsumi

    JOURNAL OF CATALYSIS   187 ( 1 )   139 - 150   1999.10

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    Molybdenum sulfide cluster [Mo3S4(H2O)(9)](4+) and nickel-molybdenum bimetallic sulfide cluster [Mo3NiS4Cl(H2O)(9)](3+) were incorporated into zeolites NaY, HUSY, NaH beta, Na-mordenite (NaMOR), and KL by aqueous ion exchange. EXAFS data revealed that the structure of the molybdenum sulfide cluster remained virtually intact after ion exchange, However, the incomplete cubane-type structure of the cluster might be lost after thermal treatment at 573 K. The structure of the cluster in Mo3S4/NaY and Mo3S4/KL seems to have changed to the MoS2-like structure through the hydrodesulfurization (HDS) reaction, although a considerably high level of dispersion was kept. Mo3S4 cluster catalysts loaded on NaMOR and KL exhibited a higher level of activity for HDS of benzothiophene than Mo3S4 catalysts loaded on the other zeolites. Benzene was formed through acid-catalyzed dealkylation of ethylbenzene, the primary HDS product. Alkylation of benzothiophene with alkenes derived from the cracking of decane as the solvent also occurred, The acidity seems to be produced through the ion exchange and reduction of cationic clusters during activation. Over HUSY- and NaH beta-supported catalysts benzene was the major HDS product, Nickel incorporation into the Mo3S4 zeolite catalysts remarkably enhanced the HDS activity. Introduction of the Mo3NiS4 core into zeolite as a precursor resulted in catalysts with higher HDS activity than that of Mo3S4 core and Ni2+ independently; it is conceivable that the intimate interaction between nickel and molybdenum in the precursor is effective at producing active species. (C) 1999 Academic Press.

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  • Synthesis and Reactivities of Ir2Ru Heterobimetallic Sulfido Clusters Derived from a Hydrosulfido-Bridged Diiridium Complex Reviewed

    T. Kochi, Y. Nomura, Z. Tang, Y. Ishii, Y. Mizobe, M. Hidai

    J. Chem. Soc, Dalton Trans.   1999 ( 15 )   2575 - 2582   1999.7

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  • Preparation of cationic dinuclear hydride complexes of ruthenium, rhodium, and iridium with bridging thiolate ligands and their reactions with nitrosobenzene Reviewed

    T Iwasa, H Shimada, A Takami, H Matsuzaka, Y Ishii, M Hidai

    INORGANIC CHEMISTRY   38 ( 12 )   2851 - 2859   1999.6

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    A series of cationic dinuclear hydride complexes with bridging thiolato ligands [Cp*MH(mu-SPri)(2)MCp*] [OTf] (4, M = Ru; 6a, M = Rh; 7a, M = Ir; Cp* = eta(5)-C5Me5, OTf = OSO2CS) were synthesized by treatment of the corresponding chloro complexes [Cp*RuCl(mu-SPri)(2)Ru(OH2)Cp*][OTf] (1) or [Cp*M(mu-Cl)(mu-SPri)(2)MCp*] [OTf] (2, M = Rh; 3, M = Ir) with HSiEt3. The dirhodium and diiridium complexes 6 and 7 have been shown to possess a bridging hydride ligand by crystallographic analysis, while the diruthenium complex 4 is proposed to have a terminal hydride ligand that undergoes facile migration between the two ruthenium centers in solution. Complexes 4, 6a, and 7a reacted with nitrosobenzene to give the paramagnetic dinuclear nitrosobenzene complexes [Cp*M(mu-PhNO)(mu-sPr(i))(2)MCp*](+) (M = Ru, Rh, Ir) along with azoxybenzene. The molecular structures of the three nitrosobenzene complexes have been determined by X-ray diffraction study to reveal that in each case nitrosobenzene acts as a mu-eta(1):eta(1)-N,O ligand. Judging from the molecular structures and the ESR spectra, the unpaired electron is considered to be located mainly on the nitrosobenzene ligand, at least in the diruthenium and dirhodium complexes. On the other hand, complex 2 reacted with nitrosobenzene to give the incomplete cubane-type trinuclear cluster [(Cp"Rh)(3)(mu-Cl)(2)(mu(3)-S)(mu-SPri)](+), whose molecular structure has also been determined crystallographically.

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  • Synthesis and structures of tungsten (1-pyridinio)imido complexes and their facile N-N bond cleavage Reviewed

    H Ishino, S Tokunaga, H Seino, Y Ishii, M Hidai

    INORGANIC CHEMISTRY   38 ( 10 )   2489 - 2496   1999.5

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    The tungsten (1-pyridinio)imido complexes [WX(2)(NNC(5)H(4)OMe)(L)(PMe(2)Ph)(2)](+), [WX(2)(NNC(5)H(2)Me(3))(L)(PMe(2)Ph)(2)](+), and [WCl(2){NNC(5)H(2)(COOEt)(2)Ph}(L)(PMe(2)Ph)(2)](+) (X = Cl, Br; L = CO, C(2)H(4), PMe(2)Ph) were synthesized by the reaction of the salts of pyrylium cations with the hydrazido complexes [WX(2)(NNH(2))(L)(PMe(2)Ph)(2)], which were derived from the dinitrogen complex cis-[W(N(2))(2)(PMe(2)Ph)(4)]. The complexes obtained were characterized by spectroscopic measurements as well as crystallographic studies of cis,mer-[WBr(2)(NNC(5)H(4)OMe-4)(PMe(2)Ph)(3)][PF(6)], cis, trans-[WCl(2)(NNC(5)H(4)OMe-4)(CO)(PMe(2)Ph)(2)][ClO(4)], cis, trans- [WCl(2)(NNC(5)H(2)Me(3)-2,4,6)(CO)(PMe(2)Ph)(2)][OTf] (OTf = OSO(2)CF(3)), and cis,trans-[WCl(2)(NNC(5)H(4)OMe-4)(C(2)H(4))(PMe(2)Ph)(2)][ClO(4)], which revealed that the N-N bond distances of these (1-pyridinio)imido complexes are shorter than those of the trialkyl- or unsubstituted hydrazidium complexes so far reported. The (1-pyridinio)imido complexes with a pi-acidic ligand (CO or C(2)H(4)) undervent smooth N-N bond cleavage on reaction with cobaltocene under ambient conditions to liberate the pyridines in moderate to high yields. In some reactions that were conducted in the presence of HNEt(3)-Cl, the corresponding imido (NH) complexes were recovered as the metal products. The (1-pyridinio)imido complexes also reacted with KOH in MeOH to give the pyridines and ammonia in high yields. These reactions provide the first examples of N-N bond cleavage of well-defined hydrazidium complexes and accomplish the synthesis of pyridines from molecular nitrogen under mild conditions.

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  • Synthesis and reductive N-N bond cleavage of neutral and cationic titanium (1-pyridinio)imido complexes Reviewed

    M Retboll, Y Ishii, M Hidai

    ORGANOMETALLICS   18 ( 2 )   150 - 155   1999.1

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    Novel (1-pyridinio)imidotitanium(IV) complexes [Cp'TiCl2(NNC5H3R2-2,6)] (3a, Cp' = Cp, R = H; 3b, Cp' = Cp, R = Me; 3c, Cp' = Cp*, R = Me) were synthesized in high yield from [Cp'TiCl3] and [NH2NC5H3R2-2,6][PF6] in the presence of base. Complex 3b could also be prepared from [Cp2TiCl2] and [NH2NC5H3Me2-2,6][PF6] in the presence of 1 equiv of BuLi. Cationic complexes [Cp*Ti(OTf)(NNC5H3Me2-2,6)(bpy)][OTf] (bpy = 2,2'-bipyridine) (4) and [Cp*Ti(NNC5H3Me2-2,6)(terpy)][OTf](2) (terpy = 2,2':6',2 "-terpyridine) (5) were derived from 3c through reaction with AgOTf in the presence of bpy and terpy, respectively. The structures of complexes 3a, 3b, 3c, and 5 were determined by X-ray crystallography. The N-N bond of 3a-c could be cleaved by reduction with sodium amalgam, liberating the corresponding pyridines in high yield, while the N-N bond in 4 and 5 could be reductively cleaved by cobaltocene in moderate yield. The N-N bond in 3a-c could also be cleaved by cobaltocene in the presence of a proton analogue like Me3SiCl.

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  • Selective N-N and W-N Bond Cleavage of Tungsten Pyrrolylimido Complexes Derived from Tungsten Dinitrogen Complex Reviewed

    Takao Sasagawa, Hidetake Seino, Youichi Ishii, Yasushi Mizobe, Masanobu Hidai

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN   72 ( 3 )   425 - 432   1999

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    Treatment of the pyrrolylimido complexes cis,trons-[WX2(NNCH=CIICHL=CH)(L)(PMe2Ph)(2)] (X = Cl, Br, l; L = PMe2Ph (6), CNBu', CO, PhC CH. PhCHO, Br) with LiAlH4 or KOH produced pyrrole, 1-aminopyrrole, and ammonia, where both the reacnon conditions and the nature of the ligand L showed significant effects on the pyrrole/l-aminopyrrole selectivity. Thus, reduction of cis,trans-[WBr2(NNCH=CHCH=CH)(CNBu'(PMe2Ph)(2)] with LiAlH4 followed by methanolysis gave pyrrole and ammonia in almost quantitative yields. On the other hand, l-aminopyrrole was quantitatively produced from the complexes by the reaction of KOH in alcohol when L = CO, PhC.ECH, or PhCHO. While analogous treatment of 6 with KOH in ethanol afforded both pyrrole and 1-aminopyrrole with low selectivity under N-2 atmosphere, 1-aminopyrrole was produced from 6 in excellent yield under 1 atm of CO. On the contrary, pyrrole and ammonia were selectively formed from the reaction of 6b (X = Br) with KOH/18-crown-6 ether in THF. Replacement of one of the PMe2Ph ligands in the diazoalkane complex cis,mer-WBr2(NN=CMeCH2CH2COMe)(PMe2Ph)(3)] (12) by CO or CNBu' facilitated the cyclization of the diazoalkane ligand to provide the (2,5-dimethylpyrrolyl)imido complexes cis,trans[WBr2(NN=CHCH=CMe)(L)(PMe2Ph)(2)] (L = CO 14 L = CNBu' 15), although complex 12 failed to undergo the ring closure by aqueous HBr. 2,5-Dimethylpyrrole and 1-amino-2,5-dimethylpyrrole were selectively obtained by LiAlH4 reduction of 15 and by treatment of 14 with KOH in EtOH, respectively.

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  • Dinuclear pyridine-1-imine-bridged rhodium(III) complexes. Intramolecular carbon-hydrogen bond activation Reviewed

    M Retboll, Y Ishii, M Hidai

    CHEMISTRY LETTERS   1998 ( 12 )   1217 - 1218   1998.12

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    Novel dinuclear pyridine-l-imine Rh(III) complexes [Cp*Rh(mu(2)-Cl) {mu(2)-NHNC5H4(4-Me)}(2)RhCp*]Cl[PF6](2) (3) and [Cp*Rh(mu(2)-Cl) {mu(2)-NHNC5H3(2-CH2)(6-Me)}RhCl-Cp*][PF6] (4) were synthesized by the reaction of [Cp*RhCl2](2) with [NH2NC5H4(4-Me)][PF6] and [NH2-NC5H3(2,6-Me-2)][PF6], respectively, in the presence of a base. The formation of 4 involves C(sp(3))-H bond activation at the benzylic position of a pyridine-1-imine ligand.

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  • Syntheses of tungsten diazoalkane complexes from a dinitrogen complex and diketones. Conversion of molecular nitrogen into pyrazoles via the diazoalkane complexes as intermediates Reviewed

    Y Harada, Y Mizobe, Y Ishii, M Hidai

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN   71 ( 11 )   2701 - 2708   1998.11

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    The hydrazido(2-) complexes [WCl2(NNH2)(L)(PMe2Ph)(2)] (L = PMe2Ph, CO), derived from the dinitrogen complex cis-[W(N-2)(2)(PMe2Ph)(4)] (1), reacted with beta-diketones (RCOCHRCOR3)-C-1-C-2 (R-1 = Me, Bu-t, Ph; R-2 = H, Me; R-3 = Me, Et, Bu-t, Ph) to afford a series of diazoalkane complexes [WCl2(NN=(CRCHRCOR3)-C-1-C-2)(L)(PMe2Ph)(2)]. The detailed structure of cis,mer-[WCl2(NN=CMeCH2COPh)(PMe2Ph)(3)] has been determined by X-ray analyses. These diazoalkane complexes were treated with a KOH/EtOH mixture to produce pyrazoles in moderate yields, whereas the reaction of 1 with a MeCOCH2COPh/KOH/EtOH mixture resulted in the direct formation of 5-methyl-3-phenylpyrazole.

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  • Head-to-head Z dimerization of terminal alkynes catalyzed by thiolate-bridged diruthenium complexes Reviewed

    JP Qu, D Masui, Y Ishii, M Hidai

    CHEMISTRY LETTERS   1998 ( 10 )   1003 - 1004   1998.10

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    The thiolate-bridged diruthenium complexes [Cp*RuCl(mu-SR)(2)RuCp*Cl] (R = Me, Et, Pr-n) were found to be effective and highly selective catalysts for the head-to-head Z dimerization of various terminal alkynes including straight-chain aliphatic alkynes and those with functional groups.

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  • Reactivities of the coordinated organonitriles in molybdenum(0) and tungsten(0) phosphine complexes: protonation of the nitrile carbon and cleavage of the C N triple bond Reviewed

    H Seino, Y Tanabe, Y Ishii, M Hidai

    INORGANICA CHIMICA ACTA   280 ( 1-2 )   163 - 171   1998.10

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    The molybdenum and tungsten dinitrogen-organonitrile complexes trans-[M(N-2)(NCR)(dppe)(2)] (2, M=Mo; 4, M=W; R=Ph, C6H4Me-p, C6H4OMe-p, Me; dppe = Ph2PCH2CH2PPh2) underwent double protonation at the nitrile carbon atom with loss of N-2 and a change in oxidation state to +4 on treatment with hydrochloric acid to afford the cationic imido complexes trans-[MCl(NCH2R) (dppe)(2)](+). The solid-state structure of trans-[WCl(NCH2CH3) (dppe)(2)] [PF6]. CH2Cl2 was determined by single-crystal X-ray analysis. Protonation of complexes 2 by fluoroboric acid or hydrobromic acid also formed the similar imido complexes trans- [MoX(NCH2R) (dppe)(2)](+) (X = F, Br). In contrast, the dinitrogen complex trans-[Mo(N-2)(2)(dppe)(2)] reacted with two equiv. of benzoylacetonitrile, a nitrile with acidic CH hydrogen atoms, to give the nitrido complex trans-[Mo(N) (NCCHCOPh) (dppe)(2)] (12), which was accompanied by evolution of dinitrogen and the formation of 1-phenyl-2-propen-1-one in high yields. For complex 12, the zwitterionic structure, where the anionic enolate ligand PhC(O-)=CHCN coordinates to the cationic Mo(IV) center through its nitrogen atom, was confirmed by spectroscopic measurements and single-crystal X-ray analysis. A unique intermolecular aromatic C-H ... O hydrogen bonding was observed in that crystal structure. Complex 12 is considered to be formed via the cleavage of the C=N triple bond of benzoylacetonitrile on the metal. A reaction mechanism is proposed, which includes the double protonation of the nitrile carbon atom of the ligating benzoylacetonitrile on a low-valent molybdenum center. (C) 1998 Elsevier Science S.A. All rights reserved.

    DOI: 10.1016/S0020-1693(98)00060-7

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  • Synthesis and reactivities of the indenyl-ruthenium cluster [(eta(5)-C(9)H(7))Ru(mu-SEt)](3): indenyl effect in the trinuclear ruthenium cluster Reviewed

    T Sato, M Nishio, Y Ishii, H Yamazaki, M Hidai

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   569 ( 1-2 )   99 - 108   1998.10

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    The triruthenium cluster with bridging ethanethiolato and indenyl ligands [(eta(5)-C(9)H(7))Ru(mu-SEt)](3) (2) was synthesized by heating the mononuclear indenyl complex [(eta(5)-C(9)H(7))Ru(SEt)(PPh(3))(2)] (la) in toluene. Cluster 2 reacted with Mel to afford the S-methylated cluster [(eta(5)-C(9)H(7))(3)Ru(3)(mu-SEt)(2)(mu-SEtMe)]I . CH(2)Cl(2) (4a) with high stereoselectivity through the attack of Mel on the axial SEt group from the equatorial side. The PF(6)(-) salt of the cationic cluster [(eta(5)-C(9)H(7))(3)Ru(mu-SEt)(2)(mu-SEtMe)][PF(6)] was further converted into the cationic carbonyl complex [(eta(5)-C(9)H(7))(2)Ru(2)(mu-SEt)(CO)(4)][PF(6)] (5) by treatment with CO at 50 degrees C. The crystal structures of 4a and 5 were determined by X-ray diffraction study. When a THF solution of 2 was allowed to contact with atmospheric pressure of CO at room temperature, the trinuclear carbonyl cluster [(eta(5)-C(9)H(7))(3)Ru(3)(mu-SEt)(3)(mu-CO)(CO)] (6) and the dinuclear carbonyl complex [(eta(5)-C(9)H(7))Ru(mu-SEt)(CO)](2) (7) were obtained. The structures of 6 and 7 were also crystallographically determined. Furthermore, cluster 2 was oxidized in refluxing CHCl(3) to give [(eta(5)-C(9)H(7))Ru(SEt)Cl](n) (9). The Cp analogue of 2, [CpRu(mu-SEt)](3), failed to react with CO and CHCl(3), and the hapticity change of the indenyl ligand in 2 is considered to be crucial for the initial interaction of 2 with CO and CHCl(3). These reactions provide rare examples of the indenyl ligand effect in a multinuclear complex. (C) 1998 Elsevier Science S.A. All rights reserved.

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  • Metal-metal bonding in pentanuclear bow-tie metal sulfido clusters. Synthetic and structural studies on the cationic pentanuclear clusters [(Cp*Ir)(2)(mu(3)-S)(2)M(mu(3)-S)(2)(IrCp*)(2)](n+) (M = Fe, Co, Ni; n = 1, 2) Reviewed

    Z. Tang, Y. Nomura, S. Kuwata, Y. Ishii, Y. Mizobe, M. Hidai

    INORGANIC CHEMISTRY   37 ( 19 )   4909 - 4920   1998.9

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    Reactions of [Cp*MCl(mu(2)-SH)(2)MCp*Cl] (1, M = Ir; 2, M = Rh; Cp* = eta(5)-C(5)Me(5)) with excess FeCl(2). 4H(2)O in THF grave the paramagnetic trinuclear clusters [(Cp*M)(2)(mu(3)-S)(2)FeCl(2)] (3, M = Ir; 4, M = Rh), which were further converted into the dicationic 78e(-) pentanuclear bow-tie cluster [(Cp*Ir)(2)(mu(3)-S)(2)Fe(mu(3)-S)(2)(IrCp*)(2)](2+) (5) by treatment with NaBPh(4). When complex 1 was allowed to react with CoCl(2) and NiCl(2). 6H(2)O or Ni(cod)(2) (cod cyclooctadiene), the related pentanuclear 79e(-) and 80e(-) bow-tie clusters [(Cp*Ir)(2)(mu(3)-S)(2)M(mu(3)-S)(2)(IrCp*)(2)](2+) (6, M = Co; 7, M = Ni) were obtained directly, respectively. Cyclic voltammograms of 5[BPh(4)](2), 6[BPh(4)](2), and 7[BPh(4)](2) showed two reversible reduction waves at -0.25 to -0.43 V and -1.04 to -1.34 V. In both redox couples, the redox potential was in the order Fe &lt; Co &lt; Ni. One-electron reduction of clusters 5[BPh(4)](2), 6[BPh(4)](2), and 7[BPh(4)](2) with Co(eta(5)-C(5)H(5))(2) gave the corresponding monocationic pentanuclear 79-81e(-) bow-tie clusters [(Cp*Ir)(2)(mu(3)-S)(2)(mu(3)-S)(2)(IrCp*)(2)](+) (8, M = Fe; 9, M = Co; 10, M = Ni). The molecular structures of 3, 4, 5[BPh(4)](2). CH(2)Cl(2), 6[CoCl(3)(NCMe)](2), 7[NiCl(4)]. CH(2)Cl(2), 8[BPh(4)], 9[BPh(4)], and 10[BPh(4)] were unambiguously determined by X-ray diffraction study. The structures of the pentanuclear bow-tie cluster cores remarkably changed stepwise as the core electrons increased from 78 to 81. Two of the M-Ir (M = Fe, Co) bonds in the 79e(-) clusters 6 and 8 show significant elongation in comparison with the Fe-Ir bonds in the 78e- cluster 5. Two different types of the bow-tie structures were observed for the 80e(-) clusters 7 and 9. Cluster 7 has a Z-shaped metal core with only two Ni-Ir bonds, while in cluster 9, the six metal-metal bonds in the bow-tie structure are retained with slight elongation of the Co-Ir bonds in comparison with the corresponding dication 6. The 81e(-) cluster 10 has two normal Ni-Ir bonds and one long Ni-Lr bonding interaction with the fourth nonbonding Ni-Ir contact. This structural variation is interpreted in terms of the total electron counts and molecular orbital calculations of the clusters.

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  • Synthesis and molecular structure of tetranuclear tungsten-gallium complexes with bridging dinitrogen ligands Reviewed

    K Takagahara, H Ishino, Y Ishii, M Hidai

    CHEMISTRY LETTERS   1998 ( 9 )   897 - 898   1998.9

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    The dinitrogen complex cis-[W(N-2)(2)(PMe2Ph)(4)] reacted with Ga2Cl4 or GaX3 (X = Cl, Br) to form tetranuclear tungsten-gallium complexes with mu(3)-eta(1):eta(1):eta(1)-N-2 ligands, trans, trans- [{WX(PMe2Ph)(4)(mu(3)-N-2)}(2)(GaX2)(2)] (3). The molecular structure of complex 3a (X = Cl) has been determined by X-ray diffraction study.

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  • Synthesis and characterization of mononuclear and dinuclear ruthenium complexes with tris(2-pyridylmethyl)amine and tris(5-methyl-2-pyridylmethyl)amine Reviewed

    T Kojima, T Amano, Y Ishii, M Ohba, Y Okaue, Y Matsuda

    INORGANIC CHEMISTRY   37 ( 16 )   4076 - 4085   1998.8

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    Novel Ru(II) and Ru(III) complexes having TPA (tris(2-pyridylmethyl)amine, L1) and 5-Me-3-TPA (tris(5-methyl-2-pyridylmethyl)amine, L2) were prepared to establish their synthetic routes and to elucidate coordination geometry and interactions between tightly bound tripodal tetradentate ligands and (RuRuIII)-Ru-II/ centers. They include mononuclear Ru(II) complexes [RuCl(DMSO)(L)]ClO4 (1 (L1), 2 (L2)), dinuclear bis-mu-chloro Ru(LI) complexes [RuCl(L)](2)(ClO4)(2) (3 (L1), 4 (L2)), and mononuclear Ru(III) complexes [RuCl2(L)]ClO4 (5 (L1), 6 (L2)). They were characterized by X-ray crystallography (for 2, 3, and 5), H-1 NMR spectroscopy, and cyclic voltammetry. For compound 2, the crystal structure was determined to possess S-bound DMSO ligand which was trans to pyridine and Cl- trans to the tertiary amino group of L2, and this isomer was obtained exclusively. Complex 1 was also isolated as a single isomer. Complex 3 was revealed to be a dinuclear bis-mu-chloro Ru(II) species with the center of symmetry midway between two Cl-. H-1 NMR spectra of Ru(II) complexes 1-4, the molecular structure of 2, and comparison of the molecular structure of 3 with 5 suggest that the interaction between the Ru(II) center, pyridyl moieties, and the DMSO ligand is strengthened by pi-back-bonding from the Ru(II) center to the ligands in addition to sigma-bonding of the tertiary amino group. Electrochemical measurements on 1-6 in CH3CN revealed that the methyl groups on pyridyl rings exert electron-donating effects onto the Ru centers to lower each redox process and such effect strengthens the Ru-S bonding in 2 compared with that in 1, accommodating ct-back-bonding from Ru(II) center to other pi-acceptors such as DMSO in 2 enough to prevent isomerization of DMSO binding mode. The dinuclear complexes 3 and 4 showed relatively large comproportionation constants, which suggest mixed-valent (RuRuIII)-Ru-II states would be stabilized.

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  • Regioselective addition of alcohols to internal 1-aryl-1-alkynes catalyzed by a triangular heterobimetallic Ir2Pd sulfide cluster Reviewed

    D Masui, Y Ishii, M Hidai

    CHEMISTRY LETTERS   1998 ( 8 )   717 - 718   1998.8

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    The triangular heterobimetallic sulfide cluster [(Cp*Ir)(2)(mu(3)-S)(2)PdCl2] prepared from [PdCl2(cod)] and [Cp*IrCl(mu-SH)(2)IrCp*Cl] was found to catalyze the addition of alcohols to alkynes to give the corresponding ketals. In particular, internal 1-aryl-1-alkynes were transformed into the corresponding 2,2-dialkoxy-1-arylalkanes with high regioselectivity. The analogous Ir2PtS2 cluster proved to be much less selective.

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  • Synthesis of boryldiazenido complexes from tungsten dinitrogen complexes Reviewed

    H Ishino, Y Ishii, M Hidai

    CHEMISTRY LETTERS   1998 ( 7 )   677 - 678   1998.7

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    The anionic tungsten dinitrogen complex trans-[NBu4][W(NCS)(N-2)(dppe)(2)] reacted with primary and secondary boranes to give the corresponding boryldiazenido complexes, among which trans-[W(NCS)(N=NBHCMe2CHMe2)(dPPe)(2)] was structurally determined. A related boryldiazenido complex was also obtained by the reaction of trans-[W(N-2)(2)(dppe)(2)] with 9-borabicyclo[3.3.1]nonyl trifluoromethanesulfonate. These reactions provide the first examples of boration of coordinated dinitrogen.

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  • Syntheses, structures and properties of hydrosulfido-bridged diiridium and dirhodium complexes, [Cp*MCl(mu(2)-SH)(2)MCp*Cl] and [Cp*M(mu(2)-SH)(3)MCp*](+) (M = Ir, Rh; Cp* = eta(5)-C5Me5) Reviewed

    Z Tang, Y Nomura, Y Ishii, Y Mizobe, M Hidai

    INORGANICA CHIMICA ACTA   267 ( 1 )   73 - 79   1998.1

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    The reaction of [Cp*MCl(mu(2)-Cl)(2)MCp*Cl] (M = Ir, Rh; Cp* = eta(5)-C5Me5) with excess H2S gas for 5 min afforded the doubly bridged hydrosulfido complexes [Cp*MCl(mu(2)-SH)(2)MCp*Cl] (3: M = Ir, 4: M = Rh) which were further transformed into the triply bridged cationic hydrosulfido complexes [Cp*M(mu(2)-SH)(3)MCp*]Cl(5 . Cl:M = Ir, 6 . Cl: M = Rh) by continuous stirring under H2S. The molecular structures of 3, 4, 5 .[BPh4] and 6 . Cl . C6H6 were determined by X-ray analyses. The SH ligands in complexes 3 and 4 take anti configuration in the solid state, whilst these complexes exist as mixtures of the syn and anti isomers in solution. Strong hydrogen bonds between the Cl anion and two of the SH ligands were found in 5 . Cl and 6 . Cl, and were maintained in CDCl3 solution. When complexes 3 and 4 were treated with NEt3 at room temperature, the cubane-type sulfide clusters [(Cp*M)(4)(mu(3)-S)(4)] (M=Ir, Rh) were produced in high yields. In the reaction of 3, an intermediary complex, most probably [Cp*Ir(mu(2)-S)(2)IrCp*], was detected by H-1 NMR. (C) 1998 Elsevier Science S.A.

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  • Effectiveness of Mo-Ni sulfide clusters in the preparation of zeolite-supported hydrodesulfurization catalysts Reviewed

    T Tatsumi, M Taniguchi, H Ishige, Y Ishii, T Murata, M Hidai

    APPLIED SURFACE SCIENCE   121 ( 122 )   500 - 504   1997.11

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    The molybdenum sulfide cluster [Mo3S4(H2O)(9)](4+) (1) and the nickel-molybdenum bimetallic sulfide cluster [Mo3NiS4Cl(H(2)0)(9)](3+) (2) were incorporated into zeolites NaY, HUSY, KL, NaMOR and NaH beta by aqueous ion-exchange, The catalysts supported on KL and NaMOR exhibited a higher activity for hydrodesulfurization (HDS) of benzothiophene than catalysts supported on other zeolites. Nickel incorporation into Mo/zeolite catalysts enhanced the HDS activity remarkably. ?he catalysts prepared by ion-exchanging zeolites with 2 were more active in the HDS reaction than the catalysts prepared by ion-exchanging 1/zeolite with nickel nitrate solution; the presence of the Mo-S-Ni linkage in 2 will be effective for producing active HDS species. (C) 1997 Elsevier Science B.V.

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  • Synthesis and reactivities of cationic diruthenium complexes with terminal vinylidene ligands. Hydration and novel cyclization of acetylenes on the diruthenium center Reviewed

    Y Takagi, H Matsuzaka, Y Ishii, M Hidai

    ORGANOMETALLICS   16 ( 20 )   4445 - 4452   1997.9

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    The cationic diruthenium complexes with a terminal vinylidene ligand [Cp*RuCl(mu(2)-SPri)(2)-Ru(=C=CHR)Cp*][OTf] (3a, R = COOMe; 3b, R = COMe; 3c, R = H; Cp* = eta(5)-C5Me5, OTf = OSO2CF3) were obtained in high yields by the reaction of [Cp*RuCl(mu(2)-SPri)(2)Ru(OH2)Cp*][OTf] with HC=CR. Hydration of 3a and 3b gave the carbonyl complex [Cp*RuCl(mu(2)-SPri)(2)Ru(CO)Cp*][OTf] and CH3R in almost quantitative yields, while the reaction of 3c with water gave the mu(2)-acetyl complex [Cp*RuCl(mu(2)-SPri)(2){mu(2)-C(=O)Me}RuCp*][OTf] (5). A reaction mechanism for the former reactions is proposed, which includes hydration of the vinylidene ligands to form the mu(2)-beta-ketoacetyl complexes with a six-membered dimetallacyclic structure [Cp*Ru(mu(2)-SPri)(2)(eta(1):eta(1)-mu(2)-mu(2)-COCH2COR')RuCp*](+) (R' = OMe, Me) and the following decarbonylation reaction of the mu(2)-COCH2COR' ligand on the bimetallic center to produce the carbonyl complex and CH3COR' via the enolato-carbonyl complexes [Cp*Ru(CO)(mu(2)-SPri)(2)Ru(OCR'=CH2)Cp*](+). In accordance with this mechanism, the reaction of 3a with MeOH afforded [Cp*Ru(mu(2)-SPri)(2){eta(1):eta(1)-mu(2)-C(OMe)=CHCOOMe}RuCp][OTf] (7). Complexes 3a and 3b reacted with p-tolylacetylene to form the dinuclear metallacyclic complexes 9a and 9b [Cp*Ru(mu(2)-SPri)(2){eta(1):eta(1)-mu(2)-C(Tol)=CCCH=C(R')O}RuCp][OTf] (9a, R' = OMe; 9b, R' = Me), respectively. The structures of 3b, 5, 7, and 9a have been determined by X-ray crystallography.

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  • Selective hydroformylation of internal acetylenes by PdCl2(PCy3)(2): Remarkable synergistic effect of cobalt Reviewed

    Y Ishii, K Miyashita, K Kamita, M Hidai

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   119 ( 27 )   6448 - 6449   1997.7

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  • The hydrosulfido-bridged diiridium and dirhodium complexes [Cp*MCl(mu(2)-SH)(2)MCp*Cl] (M=Ir, Rh; Cp*=eta(5)-C(5)Me(5)) as versatile precursors for tri- and tetranuclear sulfido clusters Reviewed

    Z Tang, Y Nomura, Y Ishii, Y Mizobe, M Hidai

    ORGANOMETALLICS   16 ( 2 )   151 - 154   1997.1

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    The hydrosulfido-bridged diiridium and dirhodium complexes [Cp*MCl(mu(2)-SH)(2)MCp*Cl] (3, M = Ir; 4, M = Rh; Cp* = eta(5)-C(5)Me(5)) were obtained by the reaction of [CP*MCl(mu(2)-Cl)(2)MCp*Cl] (M = Ir, Rh) with excess H2S gas. Treatment of 3 and 4 with NEt(3) gave the cuboidal sulfide clusters [(Cp*M)(4)(mu(3)-S)(4)] (M = Ir, Rh), while their reaction with [RhCl(cod)](2) (cod = 1,5-cyclooctadiene) or [Pd(PPh(3))(4)] afforded the cationic triangular sulfide clusters [(Cp*M)(2)Rh(mu(3)-S)(2)(cod)](+) (M = Ir, Rh) or [(Cp*Ir)(2)Pd(mu(3)-S)(2)Cl(PPh(3))](+), respectively.

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  • Synthesis and structure determinations of complexes containing a five-membered lactam structure based on organohydrazido(2-) ligands Reviewed

    H Seino, Y Ishii, M Hidai

    INORGANIC CHEMISTRY   36 ( 2 )   161 - 171   1997.1

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    Acid-catalyzed reactions of the hydrazido(2-) complexes cis,mer-[WX(2)(NNH2)(PMe(2)Ph)(3)] (X=Cl, Br) with phthalaldehyde gave the (phthalimidin-2-yl)imido complexes cis,mer-[WX(2)(NNCH2C6H4CO)(PMe(2)Ph)(3)], via the condensation of the terminal NH2 group with one of the formyl groups and the following cyclization to form a phthalimidine ring. Crystal structure of the chloro complex 3a was unambiguously determined by X-ray analysis. Reaction of 3a with HBr liberated the (phthalimidin-2-yl)imido ligand as 2-aminophthalimidine in moderate yield, while treatment of 3a with KOH in THF selectively cleaved the N-N bond to give phthalimidine. A similar condensation of the hydrazido(2-) complex trans-[WF(NNH2)(dppe)(2)](+) (8a(+); dppe=Ph(2)PCH(2)CH(2)PPh(2)) with phthalaldehyde resulted in the formation of the diazoalkane complex trans-[WF(NN=CHC6H4CHO)(dppe)(2)](+). However, further treatment of the latter complex with AlCl3 afforded the corresponding (phthalimidin-2-yl)imido complex trans-[WF(NNCH2C6H4CO)(dppe)(2)](+). When 8a(+) and its molybdenum analogue were reacted with 2,5-dimethoxy-2,5-dihydrofuran in the presence of a catalytic amount of acid, trans-[M(NNCH=CHCH2CO)(dppe)(2)](+) (11(+); M=Mo, W) was formed as the kinetic product, which gradually isomerized to the thermodynamically more stable compound trans-[MF(NNCH2CH=CHCO)(dppe)(2)](+) (12(+)). Both 11(+) and 12(+) (M=W) were crystallographically characterized, and the mechanism for the isomerization of 11(+) to 12(+) was proposed based on the results of the H-1 NMR measurements.

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  • Preparation of zeolites incorporating molybdenum sulfide clusters with unusual carbon number distribution in CO-H-2 reactions Reviewed

    M Taniguchi, Y Ishii, T Murata, M Hidai, T Tatsumi

    PROGRESS IN ZEOLITE AND MICROPOROUS MATERIALS, PTS A-C   105   893 - 900   1997

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    The incomplete cubane-type cluster, [Mo3S4(H2O)(9)](4+), and the complete cubane-type clusters, [Mo3NiS4Cl(H2O)(9)](3+) and [Mo3PdS4Cl(H2O)(9)](3+), have been incorporated into zeolites NaY, HUSY, KL, NaMOR and NaH beta by ion exchange. The UV-visible spectra and EXAFS analysis data exhibited that the structure of the molybdenum cluster was maintained after ion exchange but changed after thermal treatment. Destruction of zeolite structure was hardly observed from XRD analyses. These molybdenum-zeolite catalysts, molybdenum-nickel catalysts in particular, were highly selective for C-2 formation from CO-H-2.

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  • Oxidative addition of diferrocenyl dichalcogenides to [{Ru(η5-C5Me5)-(μ3-Cl)} 4]. Syntheses, crystal structures and some reactivities of [{Ru(η5-C5Me5)Cl(μ-ER)}2] (E = S, Se or Te; R = ferrocenyl) Reviewed

    Hiroyuki Matsuzaka, Jing-Ping Qü, Tetsuhiro Ogino, Masayuki Nishio, Yoshiaki Nishibayashi, Youichi Ishii, Sakae Uemura, Masanobu Hidai

    Journal of the Chemical Society - Dalton Transactions   1996 ( 22 )   4307 - 4312   1996.11

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    Reaction of [{Ru(η5-C5Me5)(μ3-Cl)} 4] with 2 equivalents of REER (E = S, Se or Te
    R = ferrocenyl) gave novel ferrocenylchalcogenolate-bridged diruthenium complexes [{Ru(η5-C5Me5)Cl(μ-ER)}2] in good yields. Reduction of these by sodium amalgam in the presence of buta-1,3-diene afforded [{Ru(η5-C5Me5)(μ-ER)} 2-(μ-s-trans-η2:η2′-CH 2=CHCH=CH2)], whereas treatment with AgOSO2CF3 produced the co-ordinatively unsaturated complexes [Cl(η5-C5Me5)Ru(μ-ER) 2Ru(η5-C5Me5)][OSO 2CF3]. The structures of five of the complexes have been defined by X-ray crystallography. © Copyright 1996 by the Royal Society of Chemistry.

    DOI: 10.1039/DT9960004307

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  • A novel catalyst with a cuboidal PdMo3S4 core for the cyclization of alkynoic acids to enol lactones Reviewed

    T Wakabayashi, Y Ishii, K Ishikawa, M Hidai

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH   35 ( 18 )   2123 - 2124   1996.10

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  • Synthesis of tungsten (1-pyridinio)imido complexes: Facile N-N bond cleavage to form pyridine from coordinated dinitrogen Reviewed

    Y Ishii, S Tokunaga, H Seino, M Hidai

    INORGANIC CHEMISTRY   35 ( 18 )   5118 - 5119   1996.8

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  • Syntheses of new copper(II) mixed-ligand complexes and their chromotropic properties in solution and in the solid state Reviewed

    F Jalilehvand, Y Ishii, M Hidai, Y Fukuda

    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS   1996 ( 15 )   3251 - 3256   1996.8

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    Reaction of acetylacetone (Hacac) with aldehyde (RCHO; R = p-MeOC(6)H(4), p-ClC6H4 or Ph) in 2: 1 mol ratio resulted in the formation of new triketones (HL(2)), which were previously characterized as bis(beta-diketones) of the type [(MeCO)(2)CHCHRCH(COMe)(2)](H(2)L(1)). Mixed-ligand copper(II) complexes with N,N,N',N'-tetramethylethane-1,2-diamine (tmen) and the beta-diketonate moiety of these triketones, [CuCl(L(2))(tmen)], were synthesized and their solvatochromic properties in organic solvents (due to the acceptor properties of the solvent) investigated. The colour of these five-co-ordinated complexes in the solid state gradually changes from green in [CuCl(L(2))(tmen)] through bluish green, [CuCl(L(2))(tmen)]. CH2Cl2, to blue, [CuCl(L(2))(tmen)]. MeOH . CH2Cl2. Crystallographic studies showed that this phenomenon arises from an intermolecular hydrogen bond between the co-ordinated chloride of one complex and the OH group of a triketonate ligand of an adjacent complex and/or cocrystallized MeOH molecule.

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  • Zeolite-supported hydrodesulfurization catalysts prepared by ion exchange with Mo and Mo-Ni sulfide clusters Reviewed

    T Tatsumi, M Taniguchi, S Yasuda, Y Ishii, T Murata, M Hidai

    APPLIED CATALYSIS A-GENERAL   139 ( 1-2 )   L5 - L10   1996.6

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    Zeolites NaY, HUSY and KL were ion-exchanged with a cationic molybdenum sulfide cluster [Mo3S4(H2O)(9)](4+) with incomplete cubane-type structure and a cationic nickel-molybdenum mixed sulfide cluster [Mo3NiS4Cl(H2O)(9)](3+) with complete cubane-type structure. The UV-visible spectra and EXAFS analysis data exhibited that the structure of the molybdenum cluster was maintained after ion exchange. These zeolite catalysts showed activity for benzothiophene hydrodesulfurization; especially, involvement of Ni resulted in great enhancement of the hydrodesulfurization activity.

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  • Toward direct synthesis of organo-nitrogen compounds from molecular nitrogen Reviewed

    M Hidai, Y Ishii

    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL   107 ( 1-3 )   105 - 112   1996.5

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    Direct synthesis of organo-nitrogen compounds from molecular nitrogen is a challenging subject in the chemistry of nitrogen fixation. Toward this direction, we have long been investigating novel chemical transformations of coordinated dinitrogen. Described herein are our recent results on (1) synthesis of nitrogen-heterocycles from molecular nitrogen via condensation reactions of hydrazido complexes with dialdehydes or their equivalents, (2) bimetallic arylation of molecular nitrogen by using reactions of anionic dinitrogen complexes with eta(6)-fluoroarene complexes, and (3) catalytic silylation of molecular nitrogen.

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  • Synthesis and crystal structures of thiolate-bridged diruthenium complexes containing two olefinic ligands Reviewed

    JP Qu, H Matsuzaka, Y Ishii, M Hidai

    CHEMISTRY LETTERS   1996 ( 9 )   767 - 768   1996

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    A series of thiolate-bridged dinuclear ruthenium complexes containing two electron-deficient olefinic ligands [Cp*Ru(mu-SR)(2)(eta(2)-C(2)H(3)R')(2)RuCp*] (R = Pr-i, Et, 2,6-C(6)H(3)Me(2) or 2,4,6-C(6)H(2)Me(3); R' = CN, COOMe or CHO) have been synthesized from Ru(II)-Ru(II), Ru(II)-Ru(III) and/or Ru(III)-Ru(III) precursors, three of which have been characterized by X-ray structural analysis.

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  • SYNTHESIS AND REACTIVITIES OF PYRROLYLIMIDO COMPLEXES OF MOLYBDENUM AND TUNGSTEN - FORMATION OF PYRROLE AND N-AMINOPYRROLE FROM MOLECULAR NITROGEN Reviewed

    H SEINO, Y ISHII, T SASAGAWA, M HIDAI

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   117 ( 49 )   12181 - 12193   1995.12

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    Hydrazido(2-) complexes trans-[MX(NNH2)(dppe)(2)](+) (M = Mo, W; X = F, Cl; dppe = Ph(2)PCH(2)CH(2)PPh(2)) and cis,mer-[WX(2)(NNH2)(PMe(2)Ph)(3)] (X = Cl, Br), which are readily derived from trans-[M(N-2)(2)(dppe)(2)] (1) and cis-[W(N-2)(2)(PMe(2)Ph)(4)] by protonation, condensed with 2,5-dimethoxytetrahydrofuran to afford pyrrolylimido complexes of the type trans-[MX(NNCH=CHCH=CH)(dppe)(2)](+) (3(+)) and cis,mer-[WX(2)(NNCH=CHCH=CH)(PMe(2)Ph)(3)] (6), respectively. Their structures were characterized spectroscopically and further confirmed by X-ray diffraction study. Electrophilic substitution reactions at the pyrrole ring in complexes 3(+) occurred selectively at the beta-position to give the corresponding beta-substituted pyrrolylimido complexes trans- [MX(NNCH=C(E)CH=CH)(dppe)(2)](+) (E Br, CN, SO3-, COR), although only chlorination of 3(+) with N-chlorosuccinimide in THF took place predominantly at the a-position. This beta-regioselectivity is in sharp contrast to the a-regioselectivity of free pyrrole and is probably caused by the steric effect of the dppe ligands. Complexes 3(+) were readily reduced under ambient conditions with LiAlH4 to liberate pyrrole and N-aminopyrrole in high yields. Further, the tetrahydrido complexes [MH(4)(dppe)(2)], which can be converted back into the original dinitrogen complexes 1, were recovered in moderate yields after the reduction. This accomplishes the synthetic cycle for pyrrole and N-aminopyrrole starting from the dinitrogen complexes 1. beta-Heptylpyrrole was also prepared by starting from 3c(+) (M = W, X = Cl) by the beta-selective heptanoylation followed by the reduction with LiAlH4. On the other hand, reduction of 6b (X = Br) with LiAlH4 predominantly produced pyrrole, whereas treatment of 6b with KOH/EtOH liberated N-aminopyrrole in a high yield.

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  • Preparation of zeolites incorporating molybdenum sulfide clusters with high C-2 hydrocarbon selectivity in CO-H-2 reactions Reviewed

    M Taniguchi, Y Ishii, T Murata, T Tatsumi, M Hidai

    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS   1995 ( 24 )   2533 - 2534   1995.12

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    The incomplete cubane-type cluster, [Mo3S4(H2O)(9)](4+), and the complete cubane-type cluster, [Mo3NiS4(H2O)(9)CI](3+), are incorporated into 12-membered ring zeolites by ion exchange, leading to catalysts which are highly selective for C-2 formation from CO-H-2.

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  • PALLADIUM-CATALYZED FORMATION OF AROYLCOBALT COMPLEXES FROM IODOARENE AND TETRACARBONYLCOBALTATE ANION - SYNTHESES CHARACTERIZATION AND REACTIVITIES OF INTERMEDIATE COMPLEXES Reviewed

    Y MISUMI, Y ISHII, M HIDAI

    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS   1995 ( 21 )   3489 - 3496   1995.11

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    The complex [Pd(PPh(3))(4)] showed good catalytic activity for the formation of aroylcobalt complexes [Co(OCR)(CO)(3)(PPh(3))] from RI (R = aryl), K[Co(CO)(4)] and PPh(3). Attempts to isolate an intermediate Pd-Co complex in this catalytic reaction were unsuccessful, however a series of heterodinuclear complexes [(Ph(3)P)(OC)RPtCo(CO)(3)(PPh(3))] (R = Ph 1a, C(6)H(4)Me-4 1b or Me 1c), [(Me(3)P)(2)(PhCO)PdCo(CO)(4)] 2 and [(Me(3)P)(2)PhPtCo(CO)(4)] 3 have been prepared from reactions of [MR(O3SCF3)(PR'(3))(2)] (M = Pt or Pd, R' = Me or Ph) with K[Co(CO)(4)] as model intermediate complexes. Prior to the formation of complex 1, transient formation of [(Ph(3)P)(2)RPtCo(CO)(4)] was confirmed by P-31 NMR spectroscopy Of the reaction solution. The reaction of [PtPh(O3SCF3)(PMe(3))(2)] with K[Co(CO)(4)] led to the isolation of the corresponding Pt-Co complex 3, while the palladium analogue resulted in the formation of the CO insertion product 2. Crystal structures of compounds 1a, 1c, 2 and 3 were determined by X-ray diffraction analyses. Addition of ligands L such as CO, Bu(t)NC and PMe(3) to 3 in tetrahydrofuran induced heterolytic cleavage of the Pt-Co bond to form [PtPh(PMe(3))(2)L][Co(CO)(4)]. Thermolysis of complexes 1b and 1c under CO at 50 degrees C resulted in reductive elimination of Co(OCC(6)H(4)Me-4)(CO)(3)(PPh(3)) and Co(OCMe)(CO)(3)(PPh(3)), respectively, from the platinum centre. This strongly suggests the involvement of this type of heterodinuclear Pd-Co complex in the catalytic formation of aroylcobalt complexes.

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  • SYNTHESIS, CHARACTERIZATION, AND REACTIVITIES OF HETEROBIMETALLIC MU-ARYL ISOCYANIDE COMPLEXES WITH AN UNUSUAL BRIDGING STRUCTURE Reviewed

    Y ISHII, M KAWAGUCHI, M HIDAI

    CHEMISTRY LETTERS   1995 ( 11 )   983 - 984   1995.11

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    Reaction of [NBu(4)][W(CN)(N-2)(dppe)(2)] with [RuCp(eta(6)-p-FC(6)H(4)R)][PF6] gave novel mu-aryl isocyanide complexes [WF{CN(eta(5)-p-C(6)H(4)R)RuCp}(dppe)(2)] (3) through the arylation of the CN ligand concurrent with the loss of the dinitrogen ligand. The X-ray crystallographic study of 3a (R = H) revealed the unusual eta(1):eta(5)-mu(2)-coordination of the phenyl isocyanide behaving as an iminocarbyne-cyclohexadienyl ligand.

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  • D-F METAL-ION INTERACTION THROUGH FE-C N-LN BRIDGE BETWEEN DICYANOBIS(1,10-PHENANTHROLINE)IRON(II) COMPLEX AND LNCL(3) Reviewed

    K. HARADA, J. YUZURIHARA, Y. ISHII, N. SATO, H. KAMBAYASHI, Y. FUKUDA

    CHEMISTRY LETTERS   1995 ( 10 )   887 - 888   1995.10

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    By adding lanthanoid ion (Ln) to a solution of non-charged iron(II) complex, [Fe(CN)(2)(phen)(2)], the blue shift in MLCT band of the Fe(II) complex was observed in ethanol, but was not in DMSO, The extent of the band shift depends on the lanthanoid ion size, which is explained by means of Fe-C=N-Ln interaction. In DMSO, however, the lanthanoid ion is solvated too strongly to form the Fe-C=N-Ln bridging. The existence of the bridging mode was confirmed by means of the crystal analysis for a Fe2Yb2 tetranuclear complex.

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  • CLEAVAGE OF THE NB=O BOND OF OXONIOBIUM(V) PORPHYRINS - SYNTHESIS AND CHARACTERIZATION OF NOVEL NIOBIUM(V) PORPHYRINS WITH 2 DISTINCT CATECHOLS Reviewed

    M KURIHARA, N KATOH, T KOJIMA, Y ISHII, Y MATSUDA

    INORGANIC CHEMISTRY   34 ( 19 )   4888 - 4895   1995.9

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    A novel catecholato complex, Nb-V(tpp)(cat)(Hcat), where cat and Heat are two distinct catechol ligands (a bidentate catecholate dianion and a monodentate catecholate monoanion, respectively) and tpp is 5,10,15,20-tetraphenylporphyrin dianion, has been isolated in the reaction of NBV(tpp)(O)(AcO) with catechol, where AcO is an acetato ligand. Its molecular structure has been determined by X-ray crystallography. Crystal data: monoclinic, space group P2(1)/c, Z = 4, a = 14.592(3) Angstrom, b = 23.46(1) Angstrom, c = 14.415(4) Angstrom, beta = 100.95(2)degrees, R = 0.079. The molecular structure was confirmed to have no oxo ligand, and in this respect it is unique among the niobium(V) porphyrins. The bidentate and monodentate ligands are located on the same side of the porphyrin ring. The heptacoordinate niobium atom is bonded to the four gyrrole nitrogen atoms and to three oxygen atoms in the catechols. The niobium atom is displaced by 1.02 Angstrom from the mean plane of the four nitrogen atoms. The structure of the complex in solution and the mechanism of the Nb = O cleavage were investigated by means of H-1-NMR spectroscopy. The bidentate catechol is oriented in C-s symmetry with respect to the porphyrin plane, and the monodentate catechol is located perpendicularly to both the bidentate catechol and the porphyrin plane. Two intermediates with the bidentate catechol were observed after addition of 2 equiv of catechol to Nb(tmp)(O)(AcO) at -30 degrees C, where tmp denotes the 5, 10, 15, 20-tetramesitylporphyrin dianion. These intermediates were determined to be Nb(tmp)(cat)(OH) and Nb(tmp)(cat)(AcO). Thus, the Nb = O bond of Nb(tmp)(O)(AcO) was easily cleaved to create the two intermediates. We propose a unique route to the Nb = O cleavage that involves an intramolecular electron transfer from the catechol ligand coordinated at the first stage through a ligand exchange with AcO. Both protonation and electron transfer to the Nb = O moiety play important roles in the Nb = O cleavage.

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  • SILYLATIVE DIMERIZATION OF AROMATIC-ALDEHYDES CATALYZED BY A THIOLATE-BRIDGED DIRUTHENIUM COMPLEX Reviewed

    H SHIMADA, JP QU, H MATSUZAKA, Y ISHII, M HIDAI

    CHEMISTRY LETTERS   1995 ( 8 )   671 - 672   1995.8

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    A cationic thiolate-bridged diruthenium complex [Cp(*)RuCl-(mu(2)-SPri)(2)RuCp(*)][OTf] (Cp* = eta(5)-C(5)Me(5), OTf = OSO2CF3) was found to be an efficient catalyst for the reaction of aromatic aldehydes with hydrosilanes in acetonitrile to give 1,2-diaryl-1,2-disiloxyethanes as the major products.

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  • COPPER(II) MIXED-LIGAND COMPLEX WITH AN N-ALKYLATED DIAMINE AND A NEW BETA-DIKETONATE Reviewed

    F JALILEHVAND, Y ISHII, M HIDAI, Y FUKUDA

    CHEMISTRY LETTERS   1995 ( 8 )   743 - 744   1995.8

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    Reaction of two acetylacetones with p-anisaldehyde resulted in a new beta-diketonate ligand which can form a mixed ligand Cu(II) complex with an N-alkylated ethylenediamine. The X-ray structure of the complex was determined and its chromotropic property in solution characterized.

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  • STEREOSELECTIVE ADDITION OF CARBOXYLIC-ACIDS TO ELECTRON-DEFICIENT ACETYLENES CATALYZED BY THE PDMO3S4 CUBANE-TYPE CLUSTER Reviewed

    T WAKABAYASHI, Y ISHII, T MURATA, Y MIZOBE, M HIDAI

    TETRAHEDRON LETTERS   36 ( 31 )   5585 - 5588   1995.7

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    zThe mixed-metal sulfide cubane-type cluster complex [PdMo3S4(tacn)(3)Cl][PF6](3) (1; tacn = 1,4,7-triazacyclononane) was found to be a highly efficient and selective catalyst for the addition of carboxylic acids to acetylenes with electron-withdrawing groups. The corresponding trans addition products were exclusively obtained in good yields under mild reaction conditions in the presence of a catalytic amount of triethylamine.

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  • SYNTHESIS AND STRUCTURE OF A DINUCLEAR ETA(1)-ETA(2)-MU(2)-BUTENYNYL COMPLEX WHICH CATALYZED DIMERIZATION AND TRIMERIZATION OF FERROCENYLACENYLACETYLENE AT THE THIOLATE-BRIDGED DIRUTHENIUM CENTER Reviewed

    H MATSUZAKA, Y TAKAGI, Y ISHII, M NISHIO, M HIDAI

    ORGANOMETALLICS   14 ( 5 )   2153 - 2155   1995.5

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    Treatment of [Cp(*)RuCl(mu(2)-SPri)(2)RuCp(*)][OTf] (1; CP* = eta(5)-C(5)Me(5), OTf = OSO2CF3) with HC=CFc (Fc = ferrocenyl) at room temperature afforded the dinuclear butenynyl complex [Cp(*)Ru{eta(1):eta(2)-mu(2)-C(=CHFc)C=CFc}(mu(2)-SPri)(2)RuCp(*)][OTf] (4a), the molecular structure of which has been. determined by X-ray diffraction analysis of the corresponding BPh(4)(-) salt 4b. Complex 4a is an effective catalyst for di- and trimerization of the alkyne to yield the head-to-head Z dimer CHFc=CHC=CFc (5) and the linear Z,Z trimer CHFc=CHCFc=CHC=CFc (6).

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  • HOMOGENEOUS MULTIMETALLIC CATALYSTS .11. CARBONYLATION OF ARYL IODIDES WITH HSIET(3) CATALYZED BY PD-CO BIMETALLIC SYSTEMS Reviewed

    Y MISUMI, Y ISHII, M HIDAI

    ORGANOMETALLICS   14 ( 4 )   1770 - 1775   1995.4

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    The PdCl2(PPh(3))(2)-Ru-3(CO)(12) or PdCl2(PPh(3))(2)-Co-2(CO)(8) bimetallic catalyst has been found to be effective for carbonylation of aryl iodides and HSiEt(3) to give benzyl silyl ether as the major product, although neither PdCl2(PPh(3))(2), Ru-3(CO)(12), nor Co-2(CO)(8) alone had any appreciable catalytic activity. Addition of NEt(3) to the Pd-Co mixed-metal-catalyzed carbonylation reaction remarkably changed the selectivity of the products, and 1,2-diaryl-1,2-disiloxyethane was obtained as the major product. Studies on the hydrosilylation of 4-TolCHO with HSiEt(3) under CO revealed that the formation of benzyl silyl ether in the former reaction may proceed through the formylation of aryl iodide followed by hydrosilylation of the resulting aldehyde. In contrast, the aldehyde was not included as an intermediate in the formation of 1,2-diaryl-1,2-disiloxyethane in the latter reaction. An aroylcobalt complex ArCOCo(CO)(3)(PPh(3)) was suggested as an intermediate for the 1,2-diaryl-1,2-disiloxyethane production based on the following observations: (1) the aroylcobalt complex ArCOCo(CO)(3-)(PPh(3)) can be produced from aryl iodide, [Co(CO)(4)](-), and PPh(3) with a Pd(O) catalyst; (2) hydrosilylation of the aroylcobalt complex ArCOCo(CO)(3)(PPh(3)) under 50 atm of CO pressure produced 1,2-diaryl-1,2-disiloxyethane as the major product. The detailed mechanisms are proposed for the catalytic carbonylations of aryl iodides with HSiEt(3) by using the bimetallic catalysts.

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  • UNUSUALLY STRONG-INTERACTIONS MEDIATED BY BOTH PI-PI STACKING AND CH-PI INTERACTIONS PRESENT IN THE DIMER OF NICKEL(II) COMPLEX COORDINATED WITH N-BUTYL-SUBSTITUTED SALEN Reviewed

    K MIYAMURA, A MIHARA, T FUJII, Y GOHSHI, Y ISHII

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   117 ( 8 )   2377 - 2378   1995.3

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  • SYNTHESIS OF MALONIC ESTERS BY THE CATALYTIC ADDITION OF METHYL FORMATE TO ALPHA,BETA-UNSATURATED ESTERS Reviewed

    Y SUZUKI, H KATOH, Y ISHII, M HIDAI

    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL   95 ( 2 )   129 - 133   1995.1

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    Addition of methyl formate to alpha,beta-unsaturated methyl esters was catalyzed by Ru-3(CO)(12) to form substituted dimethyl malonates concurrent with small amounts of succinates. A reaction mechanism is proposed which includes an alpha-methoxycarbonylalkyl complex as the major key intermediate.

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  • BIMETALLIC ARYLATION OF MOLECULAR NITROGEN Reviewed

    Y ISHII, M KAWAGUCHI, Y ISHINO, T AOKI, M HIDAI

    ORGANOMETALLICS   13 ( 12 )   5062 - 5071   1994.12

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    The anionic dinitrogen complex [NBu(4)][W(NCS)(N-2)(dppe)(2)] (6, dppe = Ph(2)PCH(2)CH(2)PPh(2)) smoothly reacted with eta(6)-fluoroarene complexes such as [Cr(eta(6)-P-FC(6)H(4)R)(CO)(3)] (3a, R = COOMe) and [RuCp(eta(6)-FC(6)H(4)R)][PF6] (5, Cp = eta(5)-C5H5, R = H, Me, OMe, COOMe) in THF under mild conditions (0 degrees C to room temperature) to give novel mu-aryldiazenido complexes [W(NCS){N=N[(eta(6)-p-C(6)H(4)COOMe)Cr(CO)(3)]}(dppe)(2)] (7) and [W(NCS){N=N[(eta(6)-p-C(6)H(4)R)-RuCp]}(dppe)(2)][PF6] (10), respectively. mu-Aryldiazenido complexes 7 and [WF{N=N[(eta(6)-p-C(6)H(4)R)Cr(CO)(3)]}(dppe)(2)] (8a, R = COOMe) were also obtained by irradiation of a THF solution of [W(N-2)(2)(dppe)(2)] and 3a in the presence of NBu(4)X(X = SCN or F). The structures of these complexes were fully characterized by spectroscopic and X-ray diffraction analysis. The long N=N bond lengths (1.314(5) Angstrom for 7, 1.33(1) Angstrom for 8a, 1.28(1) Angstrom for 10a (R = H)) and the short N-C bond lengths (1.366(6) Angstrom for 7, 1.30(2) Angstrom for 8a, and 1.40(2) Angstrom for 10a) indicate delocalization of the N=N pi-electrons over the aromatic ring. The reaction was suggested to proceed by the direct nucleophilic aromatic substitution mechanism, rather than the radical mechanism so far reported for alkylation reactions of coordinated dinitrogen. Furthermore, reactions of the diazenido complex [WF(NNH)(dppe)(2)] (12) with fluoroarene complexes 3 (R = COOMe, H) and [FeCp(eta(6)-FC(6)H(4)R)][PF6] (4; R = H, Me) also provide a route to mu-aryldiazenido complexes such as 8 and [WF{N=N[(eta(6)-p-C(6)H(4)R)FeCp]}(dppe)(2)]- [PF6] (13), respectively. Crystallographic data for 7.CH2Cl2: formula C65H57N3O5SP4Cl2-CrW, space group P2(1)/n (monoclinic); a = 24.135(3) Angstrom, b = 20.967(5) Angstrom, c = 12.273(5) Angstrom, beta = 90.06(4)degrees, V = 6210(5) Angstrom(3), Z = 4, R = 0.034, R(w) = 0.029. 8a.2THF: formula C71H71N2O7-FP4CrW, space group P2(1)/a (monoclinic); a = 23.110(5) Angstrom, b = 23.402(7) Angstrom, c 12.046(3) Angstrom, beta = 93.89(2)degrees, V= 6500(3) Angstrom(3), Z = 4, R = 0.056, R(w) = 0.066. 10a.CH2Cl2: formula C65H60N3F6-SP5Cl2RuW, space group P ($) over bar 1 (triclinic); a = 12.630(2) Angstrom, b = 23.648(3) Angstrom, c = 11.507(3) Angstrom, alpha = 103.11(1)degrees, beta = 102.77(1)degrees, gamma = 83.44(1)degrees, V = 3257.1(9) Angstrom(3), Z = 2, R = 0.062, R(w) = 0.054. 13b.Me(2)CO (R = Me): formula C67H66N2OF7P5FeW, space group C2/e (monoclinic); a = 38.090(9) Angstrom, b = 18.507(4) Angstrom, c 18.359(3) Angstrom, beta = 91.25(2)degrees, V = 12939(5) Angstrom(3), Z = 8, R = 0.061, R(w) = 0.071.

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  • PREPARATION AND PROPERTIES OF MOLYBDENUM AND TUNGSTEN DINITROGEN COMPLEXES .45. L-PYRROLYLIMIDO COMPLEXES OF MOLYBDENUM AND TUNGSTEN - SYNTHESIS OF PYRROLE FROM MOLECULAR DINITROGEN AND UNUSUAL BETA-REGIOSELECTIVE SUBSTITUTION-REACTIONS OF THE PYRROLE RING ON A METAL-COMPLEX Reviewed

    H SEINO, Y ISHII, M HIDAI

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   116 ( 16 )   7433 - 7434   1994.8

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  • SYNTHESES OF MIXED-METAL SULFIDE CUBANE-TYPE CLUSTERS WITH THE NOVEL PDMO3S4 CORE AND REACTIVITIES OF THE UNIQUE TETRAHEDRAL PD SITE SURROUNDED BY SULFIDE LIGANDS TOWARD ALKENES, CO, (T)BUNC, AND ALKYNES Reviewed

    T MURATA, Y MIZOBE, H GAO, Y ISHII, T WAKABAYASHI, F NAKANO, T TANASE, S YANO, M HIDAI, ECHIZEN, I, H NANIKAWA, S MOTOMURA

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   116 ( 8 )   3389 - 3398   1994.4

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    An incomplete cubane-type cluster [Mo3S4(H2O)(9)]Cl-4 (1) reacted with Pd black in aqueous HCl to give a mixed-metal cubane-type cluster [PdMo3S4(H2O)(9)Cl]Cl-3 (2). Treatment of 2 with 3.3 equiv of 1,4,7-triazacyclononane (tacn) afforded a well-defined single cubane-type cluster [PdMo3S4(tacn)(3)Cl]Cl-3 (3), while an anion metathesis of 2 by 4-toluenesulfonate (TsO) resulted in the formation of a double cubane-type cluster [Pd2Mo6S8(H2O)(18)] (OTs)(8) (4). Detailed structures of both 3 and 4 have been determined by X-ray crystallography. Crystal data for 3.4H(2)O: orthorhombic, space group P2(1)2(1)2(1), a = 17.549(3) Angstrom, b = 20.032(4) Angstrom, c = 10.256(2) Angstrom, V = 3605 Angstrom(3), Z = 4, and R (R(w)) = 0.051 (0.062) for 4014 reflections. For 4.24H(2)O: triclinic, space group P1, a = 15.799(4) Angstrom, b = 18.079(6) Angstrom, c = 11.873(1) Angstrom, alpha = 108.75(2)degrees, beta = 108.73(1)degrees, gamma = 70.87(3)degrees, V = 2944 Angstrom(3), Z = 1, R (R(w)) = 0.028 (0.036) for 10 089 reflections. Cluster 3 was converted into a series of single cubane-type clusters [PdMo3S4(tacn)(3)(L)](4+) containing alkenes, CO, and (t)BuNC coordinated to the tetrahedral Pd site, by the initial anion exchange forming [PdMo3S4(tacn)(3)Cl]X(3) (8a, X = ClO4; 8b, X = BF4; 8c, X = PF6) followed by treatment with these molecules. The alkene cluster [PdMo3S4(tacn)(3)(cis-HOCH2CH=CHCH2OH)](ClO4)(4) (5a') and the carbonyl cluster [PdMo3S4(tacn)(3)(CO)]Cl(ClO4)(3) (6a) have been fully characterized by X-ray analyses. Crystal data for 5a'.2H(2)O: monoclinic, space group P2(1)/m, a = 12.314(1) Angstrom, b = 12.732(2) Angstrom, c = 15.736(2) Angstrom, beta = 94.01(1)degrees, V = 2461 Angstrom(3), Z = 2, R (R(w)) = 0.068 (0.081) for 2743 reflections. For 6a.3H(2)O: orthorhombic, space group Pbca, a = 15.485(13) Angstrom, b = 23.900(6) Angstrom, c = 23.326(7) Angstrom, V = 8633 Angstrom(3), Z = 8, and R (R(w)) = 0.061 (0.069) for 7761 reflections. Interestingly, cluster 8c catalyzes the reaction of a series of alkynic acid esters R(2)C-CCOOR(1) with alcohols R(3)OH to give the trans addition products (Z)-(R(3)O)R(2)C=CHCOOR(1) (R(1) = Me, Et, (t)Bu, Ph, R(2) = H, R(3) = Me; R(1) = R(3) = Me, R(2) = COOMe, Me; R(1) = Ph, R(2) = Et, R(3) = Me; R(1) = Me, R(2) = H, R(3) = Et, PhCH(2)) with quite high selectivity under mild conditions with retention of the cluster core.

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  • PREPARATION AND CHARACTERIZATION OF RHODIUM C-60 COMPLEXES [RH(ACAC)(L)2(C-60)] (L=PY, 4-MEPY, 3,5-ME(2)PY) Reviewed

    Y ISHII, H HOSHI, Y HAMADA, M HIDAI

    CHEMISTRY LETTERS   1994 ( 4 )   801 - 804   1994.4

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    A series of novel C-60 rhodium complexes [Rh(acac)(L)2(eta(2)-C60)] (L = pyridine, 4-methylpyridine, 3,5-dimethylpyridine) were prepared by the reaction of [Rh(acac)(C2H4)2] with C-60 followed by treatment with pyridine or its derivatives. The molecular structure of [Rh(acac)(3,5-,Me(2)py)(2)(eta(2)-C-60)].C6H6 was determined by the X-ray crystallographic analysis.

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  • PALLADIUM-CATALYZED FORMATION OF AROYLCOBALT COMPLEXES FROM IODOARENES AND TETRACARBONYLCOBALTATE(-1) ANION AND SYNTHESES OF THE MODEL INTERMEDIATE COMPLEXES Reviewed

    Y MISUMI, Y ISHII, M HIDAI

    CHEMISTRY LETTERS   1994 ( 4 )   695 - 698   1994.4

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    Anion complex [Co(CO)(4)](-) reacted with iodoarenes to form aroylcobalt complexes in the presence of a palladium catalyst and excess PPh(3). As models of the intermediate of this reaction, Pt-Co and Pd-Co dinuclear complexes were synthesized from reactions of [Co(CO)(4)](-) with Pt(Ar)(OTf)(PPh(3))(2) and Pd(Ar)(OTf)(PMe(3))(2), respectively, and their crystal structures were determined by X-ray analysis.

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  • CONJUGATE ADDITION OF ORGANOCUPRATES TO ALPHA, BETA-UNSATURATED DIAZOALKANE COMPLEXES OF MOLYBDENUM AND TUNGSTEN - BETA-MONOALKYLATION AND ALPHA, BETA-DIFUNCTIONALIZATION OF ALPHA, BETA-UNSATURATED DIAZOALKANE LIGANDS Reviewed

    H SEINO, Y ISHII, M HIDAI

    ORGANOMETALLICS   13 ( 1 )   364 - 369   1994.1

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    Beta-Alkylation of alpha,beta-unsaturated diazoalkane complexes [MF(NN=CHCR=CHR1)(dpe)2]X (1,M = W, Mo; X = BF4, PF6; dpe = Ph2PCH2CH2PPh2) by lithium dimethyl- or diphenylcuprates LiCuR22 leads to the formation of the alkenyldiazenido complexes [MF(N=NCH=CRCHR1R2)(dpe)2] (2). Protonation of 2 at the alpha-carbon of the alkenyldiazenido ligands produced beta-monoalkylated diazoalkane complexes in moderate to high yields. Complexes 2 also reacted with alkyl halides or isocyanates to give the corresponding alpha-alkylated or acylated diazoalkane complexes, respectively, in good yields, and these reactions provide a method for the alpha,beta-difunctionalization of 1. Hydrolysis of the diazoalkane complexes obtained by the above method in alkaline THF-H2O under air yielded the corresponding aldehydes. Reaction of alpha,beta-acetylenic diazoalkane complexes [WF(NN=CHC=CR1)(dpe)2]X (6) with LiCuR22 followed by protonation or treatment with I2 gave [WF(NN=CHCH=CR1R2)(dpe)2]X or [WF(NN=CHCI=CR1R2)(dpe)2]X, respectively.

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  • NOVEL SYNTHESIS OF PHENOL DERIVATIVES BY PALLADIUM-CATALYZED CYCLOCARBONYLATION OF 2,4-PENTADIENYL ACETATES Reviewed

    Y ISHII, C GAO, WX XU, M IWASAKI, M HIDAI

    JOURNAL OF ORGANIC CHEMISTRY   58 ( 24 )   6818 - 6825   1993.11

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    Phenyl acetates were selectively obtained in good yields by cyclocarbonylation of 2,4-pentadienyl acetates in the presence of NEt3, Ac2O, and a catalytic amount of palladium complexes such as PdCl2(PPh3)2 at 120-140-degrees-C under 50 atm of CO. No five-membered ring products were observed. A platinum complex PtCl2(PPh3)2 was also effective as a catalyst. The reaction of 5-phenyl-2,4-pentadienyl bromide with M(CO)(PPh3)3 (M = Pd or Pt) under CO gave the corresponding 6-phenyl-3, 5-hexadienoyl complexes in a high yield, which in turn afforded 2-acetoxybiphenyl in 41-51% yield on heating to 160-degrees-C under 50 atm of CO in the presence of NEt3 and Ac2O. Similar 3,5-hexadienoyl complexes are proposed to be intermediates in the catalytic cyclocarbonylation of 2,4-pentadienyl acetates. On the other hand, PdCl2(PPh3)2-catalyzed carbonylation of o-(bromomethyl)(1-alkenyl)-benzenes in the presence of NEt3 and Ac2O gave 2-naphthyl acetates in moderate yields, while the reaction in the absence of Ac2O gave five-membered ring products such as 2-indanones or a tricyclic lactone by incorporation of one or two CO molecules, respectively.

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  • HOMOGENEOUS MULTIMETALLIC CATALYSTS .10. FORMYLATION OF ARYL AND ALKENYL IODIDES BY PALLADIUM RUTHENIUM BIMETALLIC CATALYSTS Reviewed

    Y MISUMI, Y ISHII, M HIDAI

    JOURNAL OF MOLECULAR CATALYSIS   78 ( 1 )   1 - 8   1993.1

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    The PdCl2(PPh3)2-Ru3(CO)12 bimetallic system exhibited higher catalytic activity for the formylation of aryl and alkenyl iodides than PdCl2(PPh3)2 or Ru3(CO)12 alone. Thus, in the formylation of iodobenzene (at 70-degrees-C for 1.5 h under 50:50 atm of CO:H-2), the yield of benzaldehyde by PdCl2(PPh3)2-Ru3(CO)12 catalyst (Pd:Ru = 1:2) was about four times as high as that by PdCl2(PPh3)2 alone. Carbonyl complexes of other metals, such as Mn2(CO)10, Co(CO)8, Cr(CO)6, Fe(CO)5, Mo(CO)6 and W(CO)6 were ineffective as the second component of the catalyst. To clarify the mechanism of the synergistic effects, the reaction of PdI(CO-p-Tol)(PPh3)2 with [HRu3(CO)11]- or [HRu(CO)4]-, ruthenium hydride species known to be generated under the catalytic formylation conditions, was performed. The reaction rapidly proceeded at 40-degrees-C nuclear reductive elimination to form p-tolualdehyde, although the reaction with molecular hydrogen was very slow. These results strongly suggest that the improved catalytic activity of the Pd-Ru system is attributable to the high hydrogenolysis activity of in-situ-generated ruthenium hydride species.

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  • PREPARATION AND PROPERTIES OF MOLYBDENUM AND TUNGSTEN DINITROGEN COMPLEXES .39. ALKENYLDIAZENIDO COMPLEXES OF MOLYBDENUM AND TUNGSTEN DERIVED FROM DINITROGEN COMPLEXES - THEIR SYNTHESIS, CHARACTERIZATION, AND NOVEL REACTIVITIES Reviewed

    Y ISHII, H MIYAGI, S JITSUKUNI, H SEINO, BS HARKNESS, M HIDAI

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   114 ( 25 )   9890 - 9898   1992.12

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    Alpha-deprotonation of molybdenum or tungsten diazoalkane complexes trans-[MF(NN=CR1CHR2R3)(dpe)2][BF4] (1, M = Mo or W, dpe = Ph2PCH2CH2PPh2) by LDA (lithium diisopropylamide) or NaN(SiMe3)2 provides a general route to alkenyldiazenido complexes trans-[MF(NNCR1=CR2R3)(dpe)2] (2). When 1-diazopropane complexes 1b and 1i were deprotonated, the Z-isomers of alkenyldiazenido complexes were predominantly obtained (Z/E = 6-12). The molecular structure of trans-[WF(NNCH=CMe2)(dpe)2].C6H6 (2f.C6H6) was fully characterized by X-ray analysis: C62H61N2WP4F, space group P1BAR (triclinic); a = 13.398 (8) angstrom, b = 19.051 (13) angstrom, c = 11.950 (8) angstrom, alpha = 98.30 (7)-degrees, beta = 114.54 (5)-degrees, gamma = 81.81 (6)-degrees, Z = 2, R = 0.070, R(w) = 0.082. Relatively long N=N and C=C bond distances (1.29 (3), 1.38 (4) angstrom) and short C-N bond distance (1.26 (3) angstrom) in complex 2f.C6H6 as well as the IR data of complexes 2 indicated considerable contribution of a resonance structure where the terminal carbon of the C=C bond is negatively charged. This has been substantiated by the finding that complexes 2 reacted rapidly with alkyl halides or heterocumulenes such as isocyanates and diphenylketene to give the corresponding C-alkylated or acylated diazoalkane complexes in moderate to high yields, respectively. The deprotonation-alkylation reaction of diazoalkane complexes 1 proceeded regioselectively on the carbon atom cis to the lone pair on the nitrogen of the C=N bond, and the repeated deprotonation-alkylation reactions led to the selective alpha,alpha-dialkylation of the diazoalkane ligand. Acylation with excess aryl isocyanates gave the alpha,alpha-diacylated complexes, whose molecular structure was confirmed by X-ray analysis of trans-[WF{NN=CMeCH(CONHPh)2}(dpe)2][BF4] (7a): formula C69H64O2N4WP4F5B, space group P2(1)2(1)2(1) (orthorhombic); a = 13.764 (4) angstrom, b = 35.917 (7) angstrom, c = 12.986 (4) angstrom, Z = 4, R = 0.064, R(w) = 0.069. Reactions of 2 with aldehydes yielded the Aldol-type condensation products. On the other hand, reactions with I2 or CuCl2 caused the oxidative coupling to give novel mu-bis(diazo)alkane complexes, and their dimeric structure was revealed by the X-ray diffraction study of threo-, trans,trans-[(dpe)2WF(NN=CHCHMeCHMeCH=NN)FW(dpe)2][BF4]2.6(C6H6) (threo-14b.6(C6H6)): formula C146H142N4W2P8F10B2, space group C2/c (monoclinic); a = 32.899 (3) angstrom, b = 13.091 (1) angstrom, c = 32.866 (4) angstrom, beta = 109.782 (7)-degrees, Z = 4, R = 0.077, R(w) = 0.078. Electrochemical study of 2 indicated that the oxidative coupling proceeded by the coupling of a cationic species by the one-electron oxidation of 2.

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  • PREPARATION AND PROPERTIES OF MOLYBDENUM AND TUNGSTEN DINITROGEN COMPLEXES .37. NOVEL ARYLATION OF MOLECULAR NITROGEN VIA BIMETALLIC ACTIVATION - REACTION OF COORDINATED DINITROGEN WITH COORDINATED HALOARENE Reviewed

    Y ISHII, Y ISHINO, T AOKI, M HIDAI

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   114 ( 13 )   5429 - 5430   1992.6

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  • SYNTHESES AND STRUCTURES OF NOVEL RUTHENIUM(II) - CHIRAL DIPHOSPHINE COMPLEXES Reviewed

    H KAWANO, T IKARIYA, Y ISHII, T KODAMA, M SABURI, S YOSHIKAWA, Y UCHIDA, S AKUTAGAWA

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN   65 ( 6 )   1595 - 1602   1992.6

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    Novel ruthenium complexes coordinated with various chiral diphosphines were synthesized by reactions of polynuclear [RUCl2(cycloocta-1,5-diene)]n with the respective diphosphines in the presence of triethylamine. The compositions of the complexes thus obtained were varied according to the solvent used (toluene or ethanol). The structures and dynamic properties of the complexes bearing 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (binap) in solution were elucidated by the H-1 and (P{H})-P-31-H-1 NMR measurements. The X-ray diffraction analysis of trans-RuHCl((R)-binap)2 indicated that the conformation of seven-membered chelate rings and the edge-face manner of phenyl groups were almost the same as those of corresponding rhodium complexes.

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  • ASYMMETRIC HYDROGENATION OF PROCHIRAL CARBOXYLIC-ACIDS CATALYZED BY THE 5-COORDINATE RUTHENIUM(II)-HYDRIDE COMPLEX [RUH(BINAP)2]PF6 (BINAP=(R)-OR (S)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL) Reviewed

    M SABURI, H TAKEUCHI, M OGASAWARA, T TSUKAHARA, Y ISHII, T IKARIYA, T TAKAHASHI, Y UCHIDA

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   428 ( 1-2 )   155 - 167   1992.4

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    The five-coordinate complex [RuH(binap)2]PF6 (I, binap = (R)- or (S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl) has been found to have sufficient catalytic activity for asymmetric hydrogenation of itaconic acid and other prochiral carboxylic acids under mild conditions. The catalytic hydrogenation of itaconic acid by I was examined under a variety of conditions, and the addition of triethylamine was found to effect high enantioselectivities (&gt; 90% ee). H-1 and P-31 NMR examinations of reaction mixtures of I and itaconic acid under conditions similar to the hydrogenation suggested the formation of ruthenium species containing one binap chelate.

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  • PALLADIUM-CATALYZED AND PLATINUM-CATALYZED CYCLOCARBONYLATION REACTIONS OF SUBSTITUTED ALLYL ACETATES Reviewed

    Y ISHII, M HIDAI

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   428 ( 1-2 )   279 - 287   1992.4

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    The scope and limitation of novel palladium- and platinum-catalyzed cyclocarbonylation reactions of 3-arylallyl and 2,4-pentadienyl acetates are described. The detailed mechanism of these reactions is also discussed.

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  • PALLADIUM CATALYZED CYCLOCARBONYLATION OF 3,3-DIARYLALLYL ACETATES Reviewed

    M IWASAKI, Y ISHII, M HIDAI

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   415 ( 3 )   435 - 442   1991.9

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    Palladium-catalyzed cyclocarbonylation of 3,3-diarylallyl acetates afforded 4-aryl-substituted 1-naphthyl acetates where the cyclization occurred selectively on the more electron-rich ring.

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  • NOVEL SYNTHESIS OF PHENOL DERIVATIVES BY PALLADIUM-CATALYZED CYCLOCARBONYLATION OF PENTA-2,4-DIENYL ACETATES Reviewed

    Y ISHII, C GAO, M IWASAKI, M HIDAI

    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS   1991 ( 10 )   695 - 696   1991.5

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    Palladium-catalysed cyclocarbonylation of penta-2,4-dienyl acetates in the presence of NEt3 and Ac2O selectively gives phenyl acetates in good yields.

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  • PREPARATION AND PROPERTIES OF MOLYBDENUM AND TUNGSTEN DINITROGEN COMPLEXES .33. REGIOSELECTIVE MONO-C-ACYLATION AND DI-C-ACYLATION OF TUNGSTEN DIAZOALKANE COMPLEXES VIA ALKENYLDIAZENIDO COMPLEXES Reviewed

    H MIYAGI, Y ISHII, T AOSHIMA, Y MIZOBE, M HIDAI

    CHEMISTRY LETTERS   ( 4 )   611 - 614   1991.4

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    Tungsten alkenyldiazenido complexes reacted with isocyanates, isothiocyanate, and diphenylketene to give regioselectively alpha-acylated diazoalkane complexes after protonation. In the reaction of trans-[WF(NNCMe = CH2)(dpe)2] (dpe = Ph2PCH2CH2PPh2) with excess aryl isocyanates, alpha,alpha-diacylated diazoalkane complexes such as trans-[WF{NN = CMeCH(CONHPh)2}(dpe)2][BF4] were obtained, whose structure was determined by the X-ray analysis.

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  • OXIDATIVE ADDITION OF CHLOROBENZENE ON AN IRON-CYCLOPENTADIENYL CATION TO A LOW-VALENT PALLADIUM COMPLEX Reviewed

    T AOKI, Y ISHII, Y MIZOBE, M HIDAI

    CHEMISTRY LETTERS   1991 ( 4 )   615 - 618   1991.4

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    The oxidative addition of the coordinated chlorobenzene in [CpFe(C6H5Cl)][PF6] to Pd(PPh3)4 proceeds under THF-reflux conditions to give [CpFe{eta-6-[PdCl(PPh3)2]C6H5}][PF6]. X-ray analysis of this complex revealed that the phenyl ring is sigma-bound to Pd and pi-bound to Fe, and that the palladium center takes the cis-configuration. This complex reacts with CO/MeOH, CO/HNEt2, styrene, and methyl acrylate to give methyl benzoate, N,N-diethylbenzamide, stilbene, and methyl cinnamate, respectively, after photolysis.

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  • Regioselective Mono-and Di-C-acylation of Tungsten Diazoalkane Complexes via Alkylation of Tungsten Diazoalkane Complexes via Alkenyldiazenido Complexes Reviewed

    H. Miyagi, Y. Ishii, T. Aoshima, Y. Mizobe, M. Hidai

    Chem. Lett.   1991 ( 4 )   611 - 614   1991.4

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  • CONSTRUCTION OF POLYCYCLIC COMPOUNDS BY CYCLOCARBONYLATION .6. PALLADIUM-CATALYZED CYCLOCARBONYLATION OF 3-(HETEROARYL)ALLYL ACETATES Reviewed

    M IWASAKI, Y KOBAYASHI, JP LI, H MATSUZAKA, Y ISHII, M HIDAI

    JOURNAL OF ORGANIC CHEMISTRY   56 ( 5 )   1922 - 1927   1991.3

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    Acetoxybenzofurans, acetoxybenzothiophenes, acetoxyindoles, and acetoxycarbazoles were obtained in high yields by cyclocarbonylation of 3-furyl-, 3-thienyl-, 3-pyrrolyl-, and 3-indolylallyl acetates, respectively, in the presence of Ac2O, NEt3, and a catalytic amount of PdCl2(PPh3)2 at 130-170-degrees-C under 50-70 atm of CO. 3-(3-Furyl)allyl and 3-(3-thienyl)allyl acetates cyclized selectively at the 2-position of the heterocyclic nucleus to give 7-acetoxybenzofuran and 7-acetoxybenzothiophene, respectively. The synthetic utility of the reaction was demonstrated by the synthesis of cannabifuran from isothymol.

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  • Palladium Catalyzed Cyclocarbonylation of 3-(Heteroaryl) allyl Acetates Reviewed

    M. Iwasaki, Y. Kobayashi, J. Li, H. Matsuzaka, Y. Ishii, M. Hidai

    J. Org. Chem.   56 ( 5 )   1923 - 1927   1991.3

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  • NOVEL KETENE FORMATION BY REACTIONS OF ACID-CHLORIDES WITH LOW-VALENT PLATINUM COMPLEXES Reviewed

    Y ISHII, Y KOBAYASHI, M IWASAKI, M HIDAI

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   405 ( 1 )   133 - 140   1991.3

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    Pt(CO)n(PPh3)4-n (n = 0-2) reacts with Ph2CHCOCl under CO to afford diphenylketene and trans-PtHCl(PPh3)2. For this reaction, the rate law is zero order in the platinum complex, first order in Ph2CHCOCl, and first order in free PPh3. A primary isotope effect (k(H)/k(D) = 4.5) was observed in the reaction of Ph2CDCOCl. A mechanism is proposed which involves the rate-determining enolization of Ph2CHCOCl by PPh3 followed by fast abstraction of HCl by a platinum(0) complex.

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  • PREPARATION AND PROPERTIES OF MOLYBDENUM AND TUNGSTEN DINITROGEN COMPLEXES .29. REGIOSELECTIVE ALKYLATION OF TUNGSTEN DIAZOALKANE COMPLEXES VIA ALKENYLDIAZENIDO COMPLEXES Reviewed

    Y ISHII, H MIYAGI, M HIDAI

    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS   1990 ( 22 )   1569 - 1571   1990.11

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  • ASYMMETRIC-SYNTHESIS OF (R) AND (S)-4-(SUBSTITUTED BENZYL)DIHYDROFURAN-2(3H)-ONES - AN APPLICATION OF THE RUTHENIUM BINAP COMPLEX-CATALYZED ASYMMETRIC HYDROGENATION OF ALKYLIDENESUCCINIC ACIDS Reviewed

    L SHAO, S MIYATA, H MURAMATSU, H KAWANO, Y ISHII, M SABURI, Y UCHIDA

    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1   1990 ( 5 )   1441 - 1445   1990.5

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  • ASYMMETRIC HYDROGENATION OF PROCHIRAL ALKENES CATALYZED BY RUTHENIUM COMPLEXES OF (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL Reviewed

    H KAWANO, T IKARIYA, Y ISHII, M SABURI, S YOSHIKAWA, Y UCHIDA, H KUMOBAYASHI

    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1   1989 ( 9 )   1571 - 1575   1989.9

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  • HOMOGENEOUS MULTIMETALLIC CATALYSTS .9. HYDROFORMYLATION OF NORBORNENE BY COBALT RUTHENIUM BIMETALLIC CATALYST Reviewed

    Y ISHII, M SATO, H MATSUZAKA, M HIDAI

    JOURNAL OF MOLECULAR CATALYSIS   54 ( 2 )   L13 - L17   1989.9

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  • DOUBLE ASYMMETRIC HYDROGENATION OF CONJUGATED DIENES CATALYZED BY RUTHENIUM BINAP COMPLEXES Reviewed

    H MURAMATSU, H KAWANO, Y ISHII, M SABURI, Y UCHIDA

    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS   1989 ( 12 )   769 - 770   1989.6

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  • HIGHLY SELECTIVE SYNTHESIS OF ALDONOLACTONES FROM PROTECTED ALDITOLS BY RUTHENIUM COMPLEX-CATALYZED DEHYDROGENATION - A METHOD OF CONVERTING ALDOPENTOSES TO THEIR STEREOISOMERS Reviewed

    M SABURI, Y ISHII, N KAJI, T AOI, SASAKI, I, S YOSHIKAWA, Y UCHIDA

    CHEMISTRY LETTERS   1989 ( 4 )   563 - 566   1989.4

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  • SYNTHESIS OF BENZOFURANS AND BENZOTHIOPHENES BY PALLADIUM CATALYZED CYCLOCARBONYLATION OF 3-FURYLALLYL AND 3-THIENYLALLYL ACETATES Reviewed

    M IWASAKI, JP LI, Y KOBAYASHI, H MATSUZAKA, Y ISHII, M HIDAI

    TETRAHEDRON LETTERS   30 ( 1 )   95 - 98   1989

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  • Preparation and Reactions of a Novel Five-Coordinate Ruthenium Complex [RuH(BINAP)2] PF6 and Formation of the first Chiral Molecular Hydrogen Complex [RuH(2-H2)(BINAP)2] PF6 (BINAP = (R)-Bis(diphenylphosphino)-1,1'-binaphthyl) Reviewed

    T. Tsukahara, H. Kawano, Y. Ishii, T. Takahashi, M. Saburi, Y. Uchida, S. Akutagawa

    Chem. Lett.   1988 ( 12 )   2055 - 2058   1988.12

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    A five-coordinate ruthenium complex with the chiral bisphosphine, (R)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP), [RuH(BINAP)2]PF6 (1) was prepared. The complex 1 was found to be a mixture of two isomers in solution. The exposure of 1 to hydrogen gas gave a chiral molecular hydrogen complex, trans-[RuH(η2-H2)(BINAP)2]PF6 (2). [RuD(η2-HD)(BINAP)2]+ ion formed by introducing D2 gas into a THF-d8 solution of 1 has a H-D coupling constant J(H,D) = 30 Hz (1:1:1), diagnostic of η2-HD complex.

    DOI: 10.1246/cl.1988.2055

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  • CONSTRUCTION OF POLYCYCLIC SYSTEMS BY CYCLOCARBONYLATION .3. A NOVEL PALLADIUM-CATALYZED OR PLATINUM-CATALYZED CYCLOCARBONYLATION REACTION OF CINNAMYL COMPOUNDS FOR SYNTHESIS OF 1-NAPHTHOL DERIVATIVES Reviewed

    H MATSUZAKA, Y HIROE, M IWASAKI, Y ISHII, Y KOYASU, M HIDAI

    JOURNAL OF ORGANIC CHEMISTRY   53 ( 16 )   3832 - 3838   1988.8

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  • CONSTRUCTION OF POLYCYCLIC COMPOUNDS BY CYCLOCARBONYLATION .4. HIGHLY SELECTIVE SYNTHESIS OF PHENANTHRYL ACETATES BY PALLADIUM CATALYZED CYCLOCARBONYLATION OF NAPHTHYLALLYL ACETATES Reviewed

    M IWASAKI, H MATSUZAKA, Y HIROE, Y ISHII, Y KOYASU, M HIDAI

    CHEMISTRY LETTERS   1988 ( 7 )   1159 - 1162   1988.7

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  • Preparation and Reactivities of trans-[(E-PhCH=CHCH2CO)MBr(PPh3)2] (M = Pd, Pt) as Key Intermediates for Cyclocarbonylation of Cinnamyl Compounds Reviewed

    H. Matsuzaka, Y. Hiroe, M. Iwasaki, Y. Ishii, Y. Koyasu, M. Hidai

    Chem. Lett.   1988 ( 2 )   377 - 380   1988.2

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  • RUTHENIUM(II)-BINAP CATALYZED STEREOSELECTIVE HOMOGENEOUS HYDROGENATION OF 1,3-DIKETONES Reviewed

    H KAWANO, Y ISHII, M SABURI, Y UCHIDA

    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS   1988 ( 2 )   87 - 88   1988.1

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  • RUTHENIUM(II)-BINAP COMPLEX CATALYZED ASYMMETRIC HYDROGENATION OF UNSATURATED DICARBOXYLIC-ACIDS Reviewed

    H KAWANO, Y ISHII, T IKARIYA, M SABURI, S YOSHIKAWA, Y UCHIDA, H KUMOBAYASHI

    TETRAHEDRON LETTERS   28 ( 17 )   1905 - 1908   1987

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  • MOLECULAR-STRUCTURE OF A CATALYTICALLY ACTIVE CHIRAL RUTHENIUM(II) COMPLEX - CHLOROHYDRIDOBIS[(R)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM(II) Reviewed

    H KAWANO, Y ISHII, T KODAMA, M SABURI, Y UCHIDA

    CHEMISTRY LETTERS   1987 ( 7 )   1311 - 1314   1987

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  • REGIOSELECTIVE AND STEREOSELECTIVE DEHYDROGENATION OF ALPHA,OMEGA-DIOLS CATALYZED BY A RHODIUM HYDRIDE COMPLEX Reviewed

    Y ISHII, K SUZUKI, T IKARIYA, M SABURI, S YOSHIKAWA

    JOURNAL OF ORGANIC CHEMISTRY   51 ( 14 )   2822 - 2824   1986.7

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  • RUTHENIUM COMPLEX CATALYZED REGIOSELECTIVE DEHYDROGENATION OF UNSYMMETRICAL-ALPHA,OMEGA-DIOLS Reviewed

    Y ISHII, K OSAKADA, T IKARIYA, M SABURI, S YOSHIKAWA

    JOURNAL OF ORGANIC CHEMISTRY   51 ( 11 )   2034 - 2039   1986.5

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  • HIGHLY REGIOSELECTIVE LACTONE FORMATION CATALYZED BY RUTHENIUM COMPLEXES - AN APPLICATION TO SYNTHESIS OF ARYLNAPHTHALENE LIGNANS Reviewed

    Y ISHII, T IKARIYA, M SABURI, S YOSHIKAWA

    TETRAHEDRON LETTERS   27 ( 3 )   365 - 368   1986

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  • ルテニウム錯体を触媒とするジオールのエナンチオ場区別脱水素反応 Reviewed

    石井洋一, 佐々木一郎, 碇屋隆雄, 佐分利正彦, 吉川貞雄

    日本化学会誌   1985 ( 3 )   465 - 472   1985.3

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    CiNii Books

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  • STEREOCHEMISTRY AND RELATIVE STABILITY OF ISOMERS OF TRANS-DICHLOROCOBALT(III) COMPLEXES WITH CHIRALLY SUBSTITUTED 3,7-DIAZANONANE-1,9-DIAMINE Reviewed

    M SABURI, Y ISHII, S OBATA, M YAMAGUCHI, S YOSHIKAWA

    INORGANIC CHEMISTRY   24 ( 4 )   527 - 533   1985

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  • SYNTHESIS OF NOVEL CHIRAL RUTHENIUM COMPLEXES OF 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL AND THEIR USE AS ASYMMETRIC CATALYSTS Reviewed

    T IKARIYA, Y ISHII, H KAWANO, T ARAI, M SABURI, S YOSHIKAWA, S AKUTAGAWA

    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS   1985 ( 13 )   922 - 924   1985

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  • REGIOSELECTIVE HYDROGENATION OF UNSYMMETRICALLY SUBSTITUTED CYCLIC ANHYDRIDES CATALYZED BY RUTHENIUM COMPLEXES WITH PHOSPHINE-LIGANDS Reviewed

    T IKARIYA, K OSAKADA, Y ISHII, S OSAWA, M SABURI, S YOSHIKAWA

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN   57 ( 3 )   897 - 898   1984

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  • CATALYTIC REGIOSELECTIVE DEHYDROGENATION OF UNSYMMETRICAL ALPHA,OMEGA-DIOLS USING RUTHENIUM COMPLEXES Reviewed

    Y ISHII, K OSAKADA, T IKARIYA, M SABURI, S YOSHIKAWA

    TETRAHEDRON LETTERS   24 ( 26 )   2677 - 2680   1983

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  • CATALYTIC ENANTIOTOPOS DIFFERENTIATING DEHYDROGENATION OF PROCHIRAL DIOLS USING RUTHENIUM COMPLEX WITH DIOP Reviewed

    Y ISHII, K OSAKADA, T IKARIYA, M SABURI, S YOSHIKAWA

    CHEMISTRY LETTERS   1982 ( 8 )   1179 - 1182   1982

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  • 錯体化学 有機・無機複合体の分子科学

    棚瀬知明, 石井洋一, 猪股智彦, 梶原孝志, 北河康隆( Role: Joint author)

    三共出版  2021.3 

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    Total pages:481   Language:Japanese   Book type:Textbook, survey, introduction

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  • 改定6版化学便覧基礎編 無機化合物・錯体・有機金属・生物無機錯体・超分子化合物の性質

    ( Role: Joint author)

    丸善  2021.1 

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    Language:Japanese   Book type:Dictionary, encyclopedia

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  • UV硬化樹脂の配合設計、特性評価と新しい応用 有機-金属複合型光酸発生剤の構造と物性

    小玉晋太朗, 石井洋一( Role: Joint author)

    (株)技術情報協会  2017.11 

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    Total pages:623   Responsible for pages:90-100   Language:Japanese   Book type:Scholarly book

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  • Organotransition Metal Chemistry

    J. F. Hartwig (author, S. Komiya, M. Akita, N. Iwasawa, latio( Role: Joint translator)

    東京化学同人  2014.4 

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  • ナノスケール・ミクロスケールから見えるビックな世界

    新藤斎(編)ほか( Role: Joint author)

    中央大学出版部  2013.10 

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    Total pages:359   Responsible for pages:20   Language:Japanese   Book type:Scholarly book

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  • Inorganic Chemistry

    C. E. Housecroft (author, K. Tatsumi, H. Nishihara, M. Akita, K. Sakai, latio( Role: Joint translator)

    東京化学同人  2012.8 

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    Total pages:1060   Responsible for pages:79   Language:Japanese   Book type:Scholarly book

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  • 若手研究者のための有機・高分子測定ラボガイド

    石井洋一, 野瀬卓平, 堀江一之, 金谷利治編( Role: Joint author)

    講談社サイエンティフィク  2006.3 

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    Total pages:343   Responsible for pages:166-174   Language:Japanese   Book type:Scholarly book

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  • Two Approaches to Multimetallic Catalysis: Combined Use of Metal Complexes and Multinuclear Complex Catalysts (in Multimetallic Catalysts in Organic Synthesis, Ed. by M. Shibasaki and Y. Yamamoto)

    Y. Ishii, M. Hidai( Role: Joint author)

    Wiley-VCH  2004.8 

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    Total pages:295   Responsible for pages:201-223   Language:English   Book type:Scholarly book

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  • 第5版実験化学講座(22) 9族金属錯体Rh, Ir

    石井洋一( Role: Joint author)

    丸善(日本化学会編)  2004.7 

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    Total pages:538   Responsible for pages:101-111   Language:Japanese   Book type:Scholarly book

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  • 改定5版化学便覧基礎編I 無機化合物・錯体・有機金属化合物の性質

    石井洋一ほか( Role: Joint author)

    丸善  2004.2 

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  • Intramolecular Acylpalladation with Arenes, (in Handbook of Organopalladium Chemistry for Organic Synthesis)

    Y. Ishii, M. Hidai, E.-I.Negishi ed( Role: Joint author)

    John Wiley & Sons, Inc.  2002.4 

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    Responsible for pages:2553-2558   Language:English   Book type:Scholarly book

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  • Novel Chemical Transformations at Diruthenium Centres Bridged by Thiolato Ligands (in Modern Coordination Chemistry)

    M. Hidai, Y. Ishii, S. Kuwata( Role: Joint author)

    Royal Society of Chemistry  2002.2 

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  • 空気から酸素を吸収-放出する化合物、楽しい科学の実験室Ⅱ

    浅見真年( Role: Joint author)

    東京化学同人  1995.9 

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    Total pages:141   Language:Japanese   Book type:Scholarly book

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  • Novel Carbonylation Reactions Catalyzed by Transition Metal Complexes (in Advances in Metal-Organic Chemistry, Vol.4)

    M. Hidai, Y. Ishii( Role: Joint author)

    JAI Press Inc.  1995.4 

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    Total pages:317   Language:English   Book type:Scholarly book

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  • 第4版実験化学講座(18) 有機金属錯体

    石井洋一( Role: Joint author)

    丸善  1990.1 

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    Total pages:557   Language:Japanese   Book type:Scholarly book

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  • 現代有機化学の基礎

    干鯛眞信, 石井洋一( Role: Joint author)

    昭晃堂  1989.11 

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    Total pages:200   Language:Japanese   Book type:Scholarly book

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MISC

  • Vinylidene Complexes Reviewed

    Takahiro Iwamoto, Youichi Ishii

    Encyclopedia of Inorganic and Bioinorganic Chemistry   1 - 14   2022.6

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    DOI: 10.1002/9781119951438.eibc2800

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    Other Link: https://onlinelibrary.wiley.com/doi/full-xml/10.1002/9781119951438.eibc2800

  • 8族金属錯体による内部アルキンの新規活性化法の開拓と有機合成への応用 Reviewed

    Y. Mutoh, Y. Ishii, S. Saito

    有機合成化学協会誌   78 ( 7 )   691 - 702   2020.7

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  • Mechanistic insight into organic and industrial transformations: general discussion

    Yutaka Aoki, Matthias Bauer, Thomas Braun, Jamie A. Cadge, George E. Clarke, Derek J. Durand, Odile Eisenstein, Simone Gallarati, Megan Greaves, Jeremy Harvey, Anthony Haynes, Ulrich Hintermair, Alison N. Hulme, Youichi Ishii, Martin Jakoobi, Vidar R. Jensen, Pierre Kennepohl, Shigeki Kuwata, Aiwen Lei, Guy Lloyd-Jones, Jennifer Love, Jason Lynam, Stuart Macgregor, Robert H. Morris, David Nelson, Aaron Odom, Robin Perutz, Markus Reiher, Joseph Renny, Jana Roithova, Laurel Schafer, Samuel Scott, Peter W. Seavill, John Slattery, Toshiro Takao, James Walton, Jonathan D. Wilden, Chun-Yuen Wong, Tom Young

    FARADAY DISCUSSIONS   220   282 - 316   2019.12

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    Language:English   Publisher:ROYAL SOC CHEMISTRY  

    DOI: 10.1039/C9FD90072A

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  • Physical methods for mechanistic understanding: general discussion

    Yutaka Aoki, Matthias Bauer, Thomas Braun, Jamie Cadge, David Davies, Derek J. Durand, Odile Eisenstein, Daniel Ess, Ian Fairlamb, Natalie Fey, Simone Gallarati, Mike George, Megan Greaves, Meghan Halse, Alexander Hamilton, Jeremy Harvey, Anthony Haynes, Ulrich Hintermair, Alison N. Hulme, Youichi Ishii, Martin Jakoobi, Vidar R. Jensen, Pierre Kennepohl, Shigeki Kuwata, Aiwen Lei, Guy Lloyd-Jones, Jennifer Love, Kevin Lovelock, Jason Lynam, Stuart Macgregor, Todd B. Marder, Evert Jan Meijer, Patrick Morgan, Robert H. Morris, Joseph Mwansa, David Nelson, Aaron Odom, Robin Perutz, Markus Reiher, Joseph Renny, Jana Roithova, Laurel Schafer, David Schilter, Samuel Scott, John Slattery, James Walton, Jonathan D. Wilden, Chun-Yuen Wong, Tolga Yaman, Tom Young

    FARADAY DISCUSSIONS   220   144 - 178   2019.12

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    Language:English   Publisher:ROYAL SOC CHEMISTRY  

    DOI: 10.1039/C9FD90070E

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  • Understanding unusual element-element bond formation and activation: general discussion

    Yutaka Aoki, Thomas Braun, David Davies, Odile Eisenstein, Ian Fairlamb, Natalie Fey, Mike George, Christopher Goult, Alexander Hamilton, Zhiliang Huang, Youichi Ishii, Martin Jakoobi, Shigeki Kuwata, Guy Lloyd-Jones, Jennifer Love, Jason Lynam, Stuart Macgregor, Todd B. Marder, Patrick Morgan, Joseph Mwansa, Aaron Odom, Robin Perutz, Markus Reiher, John Slattery, Maria Talavera, Gilian Thomas, Chun-Yuen Wong

    FARADAY DISCUSSIONS   220   376 - 385   2019.12

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    Language:English   Publisher:ROYAL SOC CHEMISTRY  

    DOI: 10.1039/C9FD90071C

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  • 金属との錯形成により感光波長を変更できる配位子型光酸発生剤の開発 (特集 革新的先進材料の開発と応用)

    小玉 晋太朗, 木曽川 悠太, 石井 洋一

    ケミカルエンジニヤリング = Chemical engineering   59 ( 12 )   934 - 939   2014.12

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    CiNii Books

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  • Recent developments in the chemistry of seleno- and tellurocarbonyl complexes Reviewed

    Yuichiro Mutoh, Naoki Kozono, Kota Ikenaga, Youichi Ishii

    COORDINATION CHEMISTRY REVIEWS   256 ( 5-8 )   589 - 605   2012.3

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    In this review, we describe the chemistry of seleno- (CSe) and tellurocarbonyl (CTe) complexes, which are heavy congeners of carbonyl (CO) complexes. The survey focuses mainly on recent developments made in this area of chemistry in the past 10 years. CSe and CTe complexes reported before 2000 are also reviewed. Metal thiocarbonyls (CS), which have been known for about 40 years. are not discussed in this account because of the existence of excellent up-to-date reviews of this area. (C) 2011 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.ccr.2011.12.002

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  • 鉄ニトリド(FeN)錯体も単離できる! 後周期遷移金属ニトリド錯体の新展開

    武藤雄一郎, 石井洋一

    化学   64 ( 11 )   72 - 73   2009.11

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  • 遷移金属シアナミド錯体の化学 Reviewed

    田辺資明, 石井洋一

    Bull. Jpn. Soc. Coord. Chem.   ( 48 )   59 - 68   2006.11

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  • シアナミド架橋錯体―多様性と反応性 Invited

    石井洋一

    Organometallic News   47 - 50   2005.5

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  • 改定されたFeMoコファクターの構造

    石井洋一

    Organometallic News   2003   20   2003.3

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  • 均一系?不均一系?

    松川将治, 石井洋一

    触媒   44 ( 3 )   216 - 216   2002.4

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  • イリジウム錯体を利用したn-アルカンからアルケンへの触媒的変換

    石井洋一

    触媒   42 ( 3 )   229   2000.4

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  • 鉄ヒドロゲナーゼ活性中心の構造とモデル

    石井洋一

    Organometallic News   2000 ( 1 )   26   2000.3

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  • Toward direct synthesis of organonitrogen compounds from dinitrogen: The chemistry of diazoalkane complexes derived from dinitrogen complexes Reviewed

    M Hidai, Y Ishii

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN   69 ( 4 )   819 - 831   1996.4

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    The hydrazido complexes trans-[MX(NNH2)(dppe)(2)](+) (3) and cis,mer-[MX(2)(NNH2)(PMe(2)Ph)(3)] (4) (M = Mo, W; X = halogen; dppe = 1,2-bis(diphenylphosphino)ethane), which are readily derived from dinitrogen complexes trans-[M(N-2)(2)(dppe)(2)] (1) and cis-[M(N-2)(2)(PMe(2)Ph)(4)] (2) by protonation with acid, undergo condensation with aldehydes or ketones (RR'C=O) to give a series of diazoalkane complexes, trans-[MX(NNCRR')(dppe)(2)](+) and cis,mer-[MX(2)(NNCRR')(PMe(2)Ph)(3)]. The diazoalkane ligand in those complexes has a singly-bent structure with the N-N-C bond angle of ca. 120 degrees and the essentially linear N-N-M bond, and may be regarded as a four-electron-donating ligand. Owing to the conjugate structure including the metal center M=N-N=CRR', the diazoalkane complexes exhibit various reactivities including nucleophilic addition, deprotonation, conjugate addition, and reductive dimerization. Condensation of hydrazido complexes 3 and 4 with dialdehydes or their equivalents leads to complexes with nitrogen heterocyclic ligands incorporating the terminal nitrogen atom by way of the cyclization of intermediary diazoalkane complexes. By this method are prepared complexes containing phthalimidine, 1,3-dihydro-2H-pyrrol-2-one, 1,5-dihydro-2N-pyrrol-2-one, and pyrrole moieties. Interestingly, the (l-pyrrolyl)imido complexes with dppe ligands trans-[MX(NNCH = CHCH = CH)(dppe)(2)](+) (26; M=Mo, W) undergo unusual electrophilic substitution reactions at the beta-position of the pyrrole ring. Various types of organonitrogen compounds such as acetone azine, pyrazoles, phthalimidines, pyrroles, and N-aminopyrrole are liberateded from the above complexes in good yields. As a typical reaction, pyrrole and N-aminopyrrole are formed by the LiAlH4 reduction of complexes 26. In this reduction, tetrahydrido complexes [MH(4)(dppe)(2)] (M = Mo, W) are obtained as the metal products, which can be converted back to the starting dinitrogen complexes 1. Thus, a synthetic cycle for the formation of pyrrole and N-aminopyrrole from dinitrogen has been accomplished by using dinitrogen complexes 1.

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  • Hydrodesulfurization of benzothiophene catalyzed by molybdenum sulfide cluster encapsulated into zeolites Reviewed

    M Taniguchi, S Yasuda, Y Ishii, T Murata, M Hidai, T Tatsumi

    11TH INTERNATIONAL CONGRESS ON CATALYSIS - 40TH ANNIVERSARY, PTS A AND B   101   107 - 116   1996

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    A cationic molybdenum sulfide cluster [Mo3S4(H2O)(9)](4+) with incomplete cubane-type structure and a cationic nickel-molybdenum mixed sulfide cluster [Mo3NiS4Cl(H2O)(9)](3+) With complete cubane-type structure were introduced into zeolites NaY, HUSY and KL by ion exchange. Stoichometry of the ion exchange was well established by elemental analyses. The UV-visible spectra and EXAFS analysis data exhibited that the structure of the molybdenum cluster remained virtually intact after ion exchange. MoNi/NaY catalyst prepared using the molybdenum-nickel sulfide cluster was found to be active and selective for benzothiophene hydrodesulfurization.

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  • 多中心金属上での触媒反応に向けて

    干鯛眞信, 石井洋一

    化学増刊   124 ( 124 )   63 - 68   1995.9

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  • SYNTHESIS AND REACTIVITIES OF DIAZOALKANE COMPLEXES Reviewed

    Y MIZOBE, Y ISHII, M HIDAI

    COORDINATION CHEMISTRY REVIEWS   139   281 - 311   1995.2

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    Diazoalkane complexes have been attracting wide interest because of their rich coordination chemistry. Diazoalkane ligands, derived from either free diazoalkanes or other precursors such as coordinated dinitrogen, azines, and hydrazones, display numerous coordination modes acting as pi- and/or sigma-bound terminal, bridging, or chelating ligands to form mono- or multimetallic complexes. The reactivities of coordinated diazoalkanes are largely affected by their coordination modes. The variety of reactivities observed for these coordinated diazoalkanes is quite different from those of free diazoalkanes. In this review are described the synthesis, structures, and reactivities of diazoalkane complexes.

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  • 空気から酸素を吸収-放出する化合物

    石井洋一

    現代化学   273   35 - 38   1993.12

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  • パラジウム錯体触媒を用いた環化カルボニル化 Reviewed

    岩崎政和, 石井洋一, 干鯛眞信

    有機合成化学協会誌   49 ( 10 )   909 - 918   1991.10

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  • ルテニウム錯体を用いた触媒反応-ラクトン合成を中心とした選択性の追求-

    石井洋一

    化学と工業   40 ( 1 )   132 - 135   1987.1

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  • 擬四面体ルテニウム錯体上での配位子変換反応の立体化学

    石井洋一

    化学と工業   38 ( 6 )   460 - 461   1985.6

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Presentations

  • ルテニウム錯体上での窒素置換内部アルキンのビニリデン転位

    穐本 純花, 三坪 拓矢, 青木 寛, 坂尻 浩介, 桑原 拓也, 岩本 貴寛, 石井洋一

    錯体化学会第 73 回討論会  2023.9 

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  • アントラキノジメタンリンカーを有するテトラピリジル配位子を用いた近接型二核錯体の合成

    五月女 裕太, 岩本 貴寛, 石井 洋一

    錯体化学会第 73 回討論会  2023.9 

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  • フェニルピラゾリル基をもつアルケニルロダサイクルのβ-炭素脱離

    海老原 拓哉, 高桑 智就, 岩本 貴寛, 石井 洋一

    錯体化学会第 73 回討論会  2023.9 

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  • Reactivities of Benzo- and Benzofuran-fused Iridaoxabenzenes

    2023.9 

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  • シロキサン結合を鍵とする柔軟な有機ケージの合成と機能開拓

    前田晃佑, 岩本貴寛, 本田暁紀, 石井洋一

    第33回基礎有機化学討論会  2023.9 

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  • アントラキノジメタンを架橋部位とするテトラピリジル配位子の合成と配位挙動

    五月女 裕太, 岩本 貴寛, 石井 洋一

    日本化学会第103春季年会  2023.3 

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    Event date: 2023.3    

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  • シロキサン結合を鍵とする柔軟な骨格を持つ有機ケージの創製

    前田 晃佑, 岩本 貴寛, 石井 洋一

    日本化学会第103春季年会  2023.3 

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  • ジベンゾおよびジナフトシレピニルジアニオンの超共役的反芳香族性に及ぼす置換基効果

    口石 大貴, 小林 加奈, 桑原 拓也, 石井 洋一

    日本化学会第103春季年会  2023.3 

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  • ベンゼン環およびベンゾフラン環が縮環したイリダオキサベンゼンの反応性

    阿部田 陽奈子, 石井 洋一, 岩本 貴寛, 鈴木 美香

    日本化学会第103春季年会  2023.3 

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  • London分散力で制御されるジアリーロキシテトリレン二量体構造の堅牢性

    杉原明日香, 山崎遼, 桑原拓也, 石井洋一

    錯体化学会第72回討論会  2022.9 

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  • カリックス[4]アレーンイリジウム錯体に対するカチオン性ルテニウムフラグメントの選択的配位

    長谷川 響, 岩本 貴寛, 石井 洋一

    錯体化学会第72回討論会  2022.9 

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  • アントラキノジメタン架橋テトラピリジル配位子の配位挙動

    五月女裕太, 岩本貴寛, 石井洋一

    錯体化学会第72回討論会  2022.9 

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  • フッ素置換ピリジルフェニルロジウム錯体とシクロプロピルアルキンの挿入/開環反応の機構

    司馬友里, 高桑智就, 佐貫黙雷, 秋山世治, 桑原拓也, 岩本貴寛, 石井洋一

    第130回触媒討論会  2022.9 

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  • ルテニウム錯体上でのホウ素置換内部アルキンのビニリデン転位

    三坪拓矢, 青木寛, 坂尻浩祐, 桑原拓也, 岩本貴寛, 石井洋 一

    第68回有機金属化学討論会  2022.9 

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  • Sequential Insertion/Ring-Opening Reactions of Ccyclopropylalkynes with Fluorinated Pyridiyphenyl Complexes

    Y. Shiba, T. Takakuwa, M. Sanuki, S. Akiyama, T. Kuwabara, T. Iwamoto, Y. Ishii

    44th International Conference on Coordination Chemistry  2022.8 

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    Event date: 2022.8 - 2022.9

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  • ルテニウム錯体上でのホウ素置換基内部アルキンのビニリデン転位

    三坪拓矢, 青木寛, 坂尻浩祐, 桑原拓也, 岩本貴寛, 石井洋一

    日本化学会第102春季年会  ( オンライン )   2022.3  日本化学会

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  • FT-IR によるアミノ基修飾 SBA-15と窒化 SBA-15 の CO2吸着特性評価

    河野愛紗, 佐藤歩実, 小倉賢, 石井 洋一

    日本化学会 第102春季年会  ( オンライン )   2022.3  日本化学会

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  • Observation of β-Carbon Elimination of Alkynes from a Vinylrhodium Complex International conference

    T. Takakuwa, M. Kakimoto, M. Sanuki, T. Namba, T. Kuwabara, T. Iwamoto, Y. Ishii

    Pacifichem2021  ( オンライン )   2021.12 

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  • Negative hyperconjugative antiaromaticity of a dilithium diphenyldibenzosilepinide International conference

    S. Ito, Y. Ishii, T. Kuwabara

    Pacifichem2021  2021.12 

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  • Synthesis and Structures of Calix- and Thiacalix[4]arene Tetrylenes International conference

    R. Kuriki, T. Kuwabara, H. Mori, Y. Ishii

    Pacifichem2021  ( オンライン )   2021.12 

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  • ジベンゾシレピニルジアニオンの三量体の合成と超共役的反芳香族性

    伊藤正太郎, 石井洋一, 桑原拓也

    第48回有機典型元素化学討論会  ( オンライン )   2021.12 

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  • ジフェノール類のCH結合活性化による共役系イリダサイクルの合成

    鈴木美香, 岩本貴寛, 桑原拓也, 石井洋一

    錯体化学会第71回討論会  ( オンライン )   2021.9  錯体化学会

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  • フッ素置換ピリジルフェニエル錯体とシクロプロピルアルキンの挿入/開環反応に関する研究

    司馬友里, 高桑智就, 佐貫黙雷, 岩本貴寛, 桑原拓也, 石井洋一

    錯体化学会第71回討論会  ( オンライン )   2021.9  錯体化学会

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  • 置換ピリジルフェニルロジウム錯体とアルキンの反応における置換基効果

    高桑智就, 桑原拓也, 岩本貴寛, 石井洋一

    錯体化学会第71回討論会  ( オンライン )   2021.9  錯体化学会

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  • ヘテロ元素置換基を持つルテニウムビニリデン錯体の逆ビニリデン転位

    齋藤京花, 岩本貴寛, 桑原拓也, 石井洋一

    第67回有機金属化学討論会  ( オンライン )   2021.9  近畿化学協会

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  • Ir(III)錯体上でのジフェノール類の多重CH結合活性化

    鈴木 美香, 桑原 拓也, 石井 洋一

    日本化学会第101春季年会  ( オンライン )   2021.3  日本化学会

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  • ジリチウムジベンゾゲルメピニドの合成、構造および超共役的反芳香族性

    野口 尚弥, 伊藤 正太郎, 桑原 拓也, 石井 洋一

    日本化学会第101春季年会  ( オンライン )   2021.3  日本化学会

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  • 置換ピリジルフェニルロジウム錯体とアルキンの反応における置換基効果

    高桑 智就, 柿本 萌衣, 佐貫 黙雷, 難波 孝行, 岩本 貴寛, 桑原 拓也, 石井 洋一

    日本化学会第101春季年会  ( オンライン )   2021.3  日本化学会

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  • ヘテロ元素置換基を持つルテニウムビニリデン錯体の逆ビニリデン転位

    齋藤京花, 岩本貴寛, 桑原拓也, 石井洋一

    日本化学会第101春季年会  ( オンライン )   2021.3  日本化学会

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  • 超共役的反芳香族化合物の合成およびその二量体における反芳香族性の低下

    伊藤 正太郎, 桑原 拓也, 石井 洋一

    日本化学会第101春季年会  ( オンライン )   2021.3  日本化学会

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  • メチレンジフェノールから誘導されるスタンニレンの合成とその性質

    杉原明日香, 栗木隆之介, 桑原拓也, 石井洋一

    日本化学会第101春季年会  ( オンライン )   2021.3  日本化学会

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  • Hyperconjugative Antiaromatic Compound Containing a Silicon Atom: Synthesis and Proerties

    伊藤正太郎, 桑原拓也, 石井洋一

    第47回有機典型元素化学討論会  ( オンライン )   2020.12  有機典型元素化学討論会実行委員会

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  • Synthesis, Structure and Antiaromaticity of a Dilithium Dibenzosilepinide

    伊藤正太郎, 桑原拓也, 石井洋一

    第24回ケイ素化学協会シンポジウム  ( オンライン )   2020.11  ケイ素化学協会

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  • Ir(III)に配位したカリックス[4]アレーンへの末端アルキン挿入による環拡大反応と環拡大カリックスアレーンの配位挙動

    森大樹, 山崎拓哉, 桑原拓也, 石井洋一

    錯体化学会第70回討論会  ( オンライン )   2020.9  錯体化学会

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  • Ir錯体上での15,16族元素置換内部アルキンのビニリデン転位

    青木寛, 高森修平, 桑原拓也, 石井洋一

    錯体化学会第70回討論会  ( オンライン )   2020.9  錯体化学会

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  • 1-ナフチルホスフィンから誘導されるビニルロジウム錯体におけるアルキンのβ-炭素脱離

    澁谷昂志, 加藤崇博, 桑原拓也, 石井洋一

    錯体化学会第70回討論会  ( オンライン )   2020.9  錯体化学会

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  • フッ素置換ピリジルフェニル錯体から誘導されるビニルロジウム錯体におけるアルキンのβ-炭素脱離

    高桑智就, 柿本萌衣, 佐貫黙雷, 難波孝行, 桑原拓也, 石井洋一

    錯体化学会第70回討論会  ( オンライン )   2020.9  錯体化学会

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  • 鉄錯体上でのスルホニルおよびチオアルキンのビニリデン転位と生成物のクロミズム挙動

    関口雄平, 青木寛, 桑原拓也, 石井洋一

    日本化学会第100春季年会  ( 東京理科大学野田キャンパス(野田) )   2020.3  日本化学会

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  • ビニルロジウム錯体からのアルキンのβ-炭素脱離の観測 (1)

    澁谷昂志, 桑原拓也, 石井洋一

    日本化学会第100春季年会  ( 東京理科大学野田キャンパス(野田) )   2020.3  日本化学会

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  • ビニルロジウム錯体からのアルキンのβ-炭素脱離の観測 (2)

    高桑智就, 難波孝行, 桑原拓也, 石井洋一

    日本化学会第100春季年会  ( 東京理科大学野田キャンパス(野田) )   2020.3  日本化学会

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  • Ir錯体上での15,16族元素置換内部アルキンのビニリデン転位

    青木寛, 高森修平, 桑原拓也, 石井洋一

    日本化学会第100春季年会  ( 東京理科大学野田キャンパス(野田) )   2020.3  日本化学会

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  • スタンナシクロペンタジエニルカチオンの合成検討

    北村浩平, 桑原拓也, 石井洋一

    日本化学会第100春季年会  ( 東京理科大学野田キャンパス(野田) )   2020.3  日本化学会

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  • Ir(III)錯体に配位したカリックス[4]アレーンへの末端アルキン挿入による環拡大反応

    森大樹, 山崎拓哉, 桑原拓也, 石井洋一

    日本化学会第100春季年会  ( 東京理科大学野田キャンパス(野田) )   2020.3  日本化学会

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  • カリックスおよびチアカリックス[4]アレーンテトリレン錯体の合成と構造

    栗木隆之介, 桑原拓也, 石井洋一

    第46回有機典型元素化学討論会  ( 松山大学(松山) )   2019.12 

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  • Synthetic Studies of a Tin Analog of Cyclopentadienyl Cation International conference

    K. Kitamura, T. Kuwabara, Y. Ishii

    International Conference on the Coordination and Organometallic Chemistry of Germanium, Tin and Lead  ( Saitama )   2019.9 

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  • Synthesis of Tin-Containing Dianionic Antiaromatic Compounds International conference

    S. Ito, T. Kuwabara, Y. Ishii

    International Conference on the Coordination and Organometallic Chemistry of Germanium, Tin and Lead  ( Saitama )   2019.9 

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  • ロジウム錯体上でのピリドイソキニリニウムへのN-C還元的脱離に及ぼすフッ素置換基の効果

    難波孝行, 柿本芽衣, 佐貫黙雷, 桑原拓也, 石井洋一

    第66回有機金属化学討論会  ( 首都大学東京(八王子) )   2019.9  近畿化学協会

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  • 15, 16族元素置換基を持つRu二置換ビニリデン錯体のクロミズム挙動の解明

    青木寛, 坂尻浩祐, 出口和樹, 桑原拓也, 小玉晋太朗, 鷹野景子, 北條博彦, 石井洋一

    錯体化学会第69回討論会  ( 名古屋大学(名古屋) )   2019.9  錯体化学会

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  • ルテニウムピラーアレーン錯体の合成と物性

    堤崎悠飛, 桑原拓也, 石井洋一

    錯体化学会第69回討論会  ( 名古屋大学(名古屋) )   2019.9  錯体化学会

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  • ピリジルフェニル配位子をもつ9族金属錯体上でのアルキンの酸素酸化反応

    難波孝行, 秋山世治, 小玉晋太朗, 桑原拓也, 石井洋一

    錯体化学会第69回討論会  ( 名古屋大学(名古屋) )   2019.9  錯体化学会

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  • Cp*Irノルボルネン錯体における1,4-Ir転移とレトロDiels-Alder反応に関する量子化学的研究

    山中聡美, 土田敦子, 熊谷進, 本多 峻也, 桑原拓也, 小玉晋太朗, 石井洋一, 鷹野景子

    第13回分子科学討論会  ( 名古屋大学(名古屋) )   2019.9  分子科学会

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    4P089

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  • Formation of carbene-bridged dinuclear iridium complexes through double C-H activation of 2,2'-methylenebisphenols International conference

    Y. Ishii

    Faraday Discussions  ( York (UK) )   2019.9  Royal Society of Chemistry

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  • メタラシクロヘプタトリエニルジアニオンの合成とその反芳香族性

    伊藤正太郎, 桑原拓也, 石井洋一

    第30回 基礎有機化学討論会  ( 大阪国際交流センター(大阪) )   2019.9 

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  • Synthetic Research of Tin Containing Seven-Membered Ring Antiaromatic Compound International conference

    S. Ito, T. Kuwabara, Y. Ishii

    The 13th International Conference on Heteroatom Chemistry  ( Prague, Czech Republic )   2019.7 

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  • Synthesis, Structures and Fluorescence Properties of Phosphaphenalenium Salts International conference

    T. Kuwabara, T. Kato, Y. Minami, T. Hiyama, Y. Ishii

    The 13th International Conference on Heteroatom Chemistry  ( Prague, Czech Republic )   2019.7 

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  • Synthesis and Reactivity of exo/endo-Calix[4]arene Plumbylene Complexes International conference

    R. Kuriki, T. Kuwabara, Y. Ishii

    The 13th International Conference on Heteroatom Chemistry  ( Prague, Czech Republic )   2019.7 

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  • ピリジルフェニル配位子をもつ9族金属錯体上でのアルキンの酸素酸化反応

    難波孝行, 秋山世治, 桑原拓也, 小玉 晋太朗, 石井洋一

    日本化学会第99春季年会  ( 甲南大学(神戸) )   2019.3  日本化学会

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  • ビスフェノール類の二重CH活性化によるカルベン架橋Ir二 核錯体の合成

    鳥海拓矢, 石川幹也, 桑原拓也, 小玉 晋太朗, 石井洋一

    日本化学会第99春季年会  ( 甲南大学(神戸) )   2019.3  日本化学会

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  • 15・16族元素置換基を持つルテニウム二置換ビニリデン錯体 の合成とそのクロミズム挙動

    坂尻浩祐, 青木 寛, 出口和樹, 桑原拓也, 北條博彦, 石井洋一

    日本化学会第99春季年会  ( 甲南大学(神戸) )   2019.3  日本化学会

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  • スタンナシクロヘプタトリエニリデンの合成と反応性

    伊藤正太郎, 桑原拓也, 石井洋一

    日本化学会第99春季年会  ( 甲南大学(神戸) )   2019.3  日本化学会

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  • Synthetic Studies of a Silylene Complex of Calix[4]arene

    R. Kuriki, T. Kuwabara, Y. Ishii

    日本化学会第99春季年会  ( 甲南大学(神戸) )   2019.3  日本化学会

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  • 二重CH活性化によるカリックス[8]アレーンIr二核錯体の合成

    鳥海拓矢, 桑原拓也, 小玉晋太朗, 石井洋一

    第65回有機金属化学討論会  ( 同志社大学 )   2018.9  近畿化学協会

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  • シクロヘプタトリエニルアニオン高周期類縁体の合成

    伊藤正太郎, 桑原拓也, 石井洋一

    第65回有機金属化学討論会  ( 同志社大学 )   2018.9  近畿化学協会

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  • モリブデン(0)錯体による内部アシルおよびスルホニルアルキンのビニリデン転位

    坂尻浩祐, 大山陽祐, 桑原拓也, 小玉晋太朗, 石井洋一

    第65回有機金属化学討論会  ( 同志社大学 )   2018.9  近畿化学協会

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  • Rh(III)ホスフィン錯体からの P-C 還元的脱離によるホスファフェナレン誘導体の合成

    加藤崇博, 清水颯太, 中村峻之, 小玉晋太朗, 桑原拓也, 石井洋一

    第122回触媒討論会  ( 北海道教育大学函館校 )   2018.9  触媒学会

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  • Interconversion of Nonionic Vanadium Oxide Cluster Complexes Involving Redox Reactions of Vanadium International conference

    S. Kodama, Y. Inoue, N. Taya, H. Sato, K. Oh-ishi, Y. Ishii

    43rd International Conference on Coordination Chemistry  2018.8 

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  • P–C Reductive Elimination in Ru(II) Complexes to Convert Triarylphosphine Ligands into π-Conjugated Phosphacycles International conference

    T. Kato, K. Takano, T. Kuwabara, S. Kodama, Y. Minami, T. Hiyama, Y. Ishii

    28th International Conference on Organometallic Chemistry  2018.7 

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  • 1,4-Metal Migration vs Epimerization–Retro-Diels-Alder Reaction Triggered by Norbornadiene Insertion at Cp*M Complexes (M = Rh, Ir) International conference

    S. Kumagai, S. Honda, K. Takano, T. Kuwabara, S. Kodama, S. Yamanaka, N. Tsuchida, K. Takano, Y. Ishii

    28th International Conference on Organometallic Chemistry  2018.7 

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  • Vinylidene Rearrangement of Internal Acyl- and Sulfonylalkynes in Molybdenum(0) Complexes International conference

    K. Sakajiri, Y. Oyama, T. Kuwabara, S. Kodama, Y. Ishii

    28th International Conference on Organometallic Chemistry  2018.7 

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  • Synthesis of a Calix[8]arene Complex with a Diiridium Core inside the Cavity through Double CH Activation International conference

    T. Toriumi, T. Kuwabara, S. Kodama, Y. Ishii

    28th International Conference on Organometallic Chemistry  2018.7 

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  • Vinylidene Rearrangement of Groups 15 and 16 Element Substituted Internal Alkynes International conference

    S. Takamori, K. Sakajiri, K. Deguchi, S. Kodama, T. Kuwabara, Y. Ishii

    28th International Conference on Organometallic Chemistry  2018.7 

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  • Stepwise Dissociation of Pentamethylcyclopentadienyl Ligand in an (η5-Cp*)Ir Complex with a κ3-O,C,O Tridentate Calix[4]arene Ligand International conference

    T. Kuwabara, R. Tezuka, M. Ishikawa, T. Yamazaki, S. Kodama, Y. Ishii

    28th International Conference on Organometallic Chemistry  2018.7 

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  • Development of Sulfonium Photoacid Generators Bearing a Ferrocenyl Chromophore International conference

    Y. Takahashi, S. Kodama, Y. Ishii

    43rd International Conference on Coordination Chemistry  2018.7 

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  • Reductive Elimination of Phosphonium Salts from Ru(II) and Rh(III) Phosphine Complexes International conference

    T. Kato, K. Takano, T. Kuwabara, S. Kodama, Y. Minami, T. Hiyama, Y. Ishii

    43rd International Conference on Coordination Chemistry  2018.7 

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  • Ru上でのP-C還元的脱離を経るホスファフェナレニウムの合成と蛍光特性

    加藤 崇博, 桑原 拓也, 小玉 晋太朗, 南 安規, 檜山 爲次郎, 石井 洋一

    錯体化学会第68回討論会  2018.7 

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  • 非イオン性混合原子価バナジウム(IV/V)13核酸化物クラスター錯体の合成と性質

    井上裕太, 小玉晋太朗, 大石克嘉, 石井洋一

    日本化学会第98春季年会  2018.3 

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  • モリブデン錯体上でのスルホニルアルキンのビニリデン転位とスルフィナート脱離

    坂尻 浩祐, 桑原 拓也, 小玉 晋太朗, 石井 洋一

    日本化学会第98春季年会  2018.3 

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  • ホスフィン配位子をもつRu錯体と内部アルキンの反応に関する理論的研究

    眞鍋優佳, 土田敦子, 高野紘一, 石井洋一, 小玉晋太朗, 鷹野景子

    日本化学会第98春季年会  2018.3 

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  • Ru (II) 錯体上での硫黄置換内部アルキンのビニリデン転位

    高森修平, 坂尻浩祐, 出口和樹, 小玉晋太朗, 桑原拓也, 石井洋一

    日本化学会第98春季年会  2018.3 

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  • アルキニルホスホナートを用いたルテニウムビニリデン錯体の合成とその擬似結晶多形

    出口和樹, 坂尻浩祐, 高森修平, 桑原拓也, 小玉晋太朗, 鷹野景子, 北條博彦, 石井洋一

    日本化学会第98春季年会  2018.3 

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  • P-C還元的脱離を経るホスファフェナレン誘導体の合成とその蛍光特性

    加藤崇博, 桑原拓也, 小玉晋太朗, 南安規, 檜山爲次郎, 石井洋一

    日本化学会第98春季年会  2018.3 

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  • Ir(III)アリール錯体とノルボルナジエン類との特異な反応

    熊谷進, 本多峻也, 髙野紘一, 桑原拓也, 小玉晋太郎, 山中聡美, 土田敦子, 鷹野景子, 石井洋一

    第120回触媒討論会  2017.9 

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  • フェロセニルスルホニウム基を有する可視光感光型光酸発生剤の開発

    髙橋幸弘, 小玉晋太朗, 石井洋一

    第64回有機金属化学討論会  2017.9 

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  • Ir錯体上での二置換アシルアルキンのビニリデン転位

    高森修平, 小玉晋太朗, 桑原拓也, 南安規, 檜山爲次郎, 石井洋一

    第64回有機金属化学討論会  2017.9 

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  • 非イオン性混合原子価バナジウム8核酸化物クラスター錯体の合成

    井上裕太, 小玉晋太朗, 佐藤博彦, 石井洋一

    錯体化学会第67回討論会  2017.9 

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  • Ru(II)ホスフィン錯体からのホスホニウム塩の還元的脱離反応

    加藤崇博, 髙野紘一, 桑原拓也, 小玉晋太朗, 南安規, 檜山爲次郎, 石井洋一

    錯体化学会第67回討論会  2017.9 

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  • CH活性化されたカリックスアレーンを三座配位子として含む Cp*Rh(III) 錯体の合成

    手塚良玄, 石川幹也, 桑原拓也, 小玉晋太朗, 石井洋一

    錯体化学会第67回討論会  2017.9 

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  • テトラアミン配位子を持つシアナミド架橋ニッケル二核錯体の合成と磁気的性質

    志賀なつみ, 桑原拓也, 小玉晋太朗, 佐藤博彦, 石井洋一

    錯体化学会第67回討論会  2017.9 

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  • C=C二重結合回転が制御するRh錯体の温度依存異性化反応に関する量子化学的研究

    土田敦子, 池田洋輔, 高野紘一, 小玉晋太朗, 石井洋一, 鷹野景子

    錯体化学会第67回討論会  2017.9 

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  • Interconversion among Non-ionic Vanadium Oxide Clusters

    Y. Inoue, S. Kodama, Y. Ishii

    The 3rd Chuo/NCU Chemistry Workshop  2017.9 

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  • Development of Visible Light Sensitive Photoacid Generators with a Ferrocenyl Sulfonium Group

    T. Takahashi, S. Kodama, Y. Ishii

    The 3rd Chuo/NCU Chemistry Workshop  2017.9 

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  • Remote Rearrangement of the Metal Center in d6-Metal Complexes

    Y. Ishii

    The 3rd Chuo/NCU Chemistry Workshop  2017.8 

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  • P-C 還元的脱離を経由した環状ホスホニウム配位子をもつロジウム(I) 錯体の生成

    中村峻之, 小玉晋太朗, 石井洋一

    日本化学会第97春季年会  2017.3 

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  • 置換ピリジルフェニル配位子をもつIr(III)錯体における1,3-ブタジインの変換反応

    秋山世治, 小玉晋太朗, 石井洋一

    日本化学会第97春季年会  2017.3 

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  • カリックスアレーンのCH 活性化を利用したCp*Rh(III)錯体の合成

    手塚良玄, 石川幹也, 小玉晋太朗, 石井洋一

    日本化学会第97春季年会  2017.3 

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  • シアナミド架橋ニッケル二核錯体の合成と磁気的性質

    志賀なつみ, 小玉晋太朗, 佐藤博彦, 石井洋一

    日本化学会第97春季年会  2017.3 

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  • イリジウム錯体上でのアシルアルキンのビニリデン転位

    高森修平, 貴志智, 渡邉誉弘, 池田洋輔, 小玉晋太朗, 石井洋一

    日本化学会第97春季年会  2017.3 

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  • フェロセニル基をクロモフォアに有する光酸発生剤の開発

    高橋幸弘, 小玉晋太朗, 石井洋一

    日本化学会第97春季年会  2017.3 

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  • C3対称を有する非イオン性混合原子価バナジウム(IV/V)8核酸化物クラスター錯体の合成と性質

    井上裕太, 小玉晋太朗, 佐藤博彦, 石井洋一

    日本化学会第97春季年会  2017.3 

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  • Observation of Phospharuthenacycle and Phospholium Complexes Relevant to Catalytic Synthesis of Phospholes

    S. Kodama, K. Takano, N. Tsuchida, K. Takano, Y. Ishii

    International Symposium on C-O Activation  2016.10 

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  • Ir(III)-フェニル錯体と2,5-ノルボルナジエンの反応

    石井洋一, 本多峻也, 秋山世治, 髙野紘一, 小玉晋太朗

    第118回触媒討論会  2016.9 

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  • ピリジルフェニル配位子を有するIr錯体上での1,2-挿入を経由する内部アルキンの変換反応

    秋山世治, 小玉晋太朗, 石井洋一

    第63回有機金属化学討論会  2016.9 

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  • カチオン性ルテニウム錯体上におけるシクロプロパン環を持つ内部アルキンの反応

    武藤雄一郎, 阿部遙, 石井洋一, 斎藤慎一

    第63回有機金属化学討論会  2016.9 

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  • シクロメタル化Ru(II)ホスフィン錯体からの還元的脱離によるRu(0)ホスホニウム錯体の生成

    小玉晋太朗, 髙野紘一, 土田敦子, 鷹野景子, 石井洋一

    第63回有機金属化学討論会  2016.9 

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  • ピリジルアルキンのビニリデン転位を経由したロダサイクル錯体の生成

    中村峻之, 小玉晋太朗, 石井洋一

    第63回有機金属化学討論会  2016.9 

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  • ピラー[5]アレーンを配位子とした 8, 9 族金属錯体の合成と性質

    近藤潤, 佐伯真由美, 小玉晋太朗, 石井洋一

    錯体化学会第66回討論会  2016.9 

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  • 非イオン性バナジウムオキソクラスター間の相互変換反応

    井上裕太, 田谷信人, 小玉晋太朗, 佐藤博彦, 石井洋一

    錯体化学会第66回討論会  2016.9 

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  • シアナミド架橋ニッケル二核錯体の合成と磁気的性質

    志賀なつみ, 小玉晋太朗, 佐藤博彦, 石井洋一

    錯体化学会第66回討論会  2016.9 

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  • 過レニウム酸イオンを有するオキソバナジウム錯体を触媒とするアルコール類の空気酸化

    小林大樹, 小玉晋太朗, 石井洋一

    錯体化学会第66回討論会  2016.9 

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  • カリックスアレーン配位子を利用したη1-Cp*Ir錯体の合成

    手塚良玄, 石川幹也, 山崎拓哉, 小玉晋太朗, 石井洋一

    錯体化学会第66回討論会  2016.9 

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  • Development of Ligand Type Photoacid Generators With The Ability of Changing Its Photosensitive Wavelength By Complex formation With Metals

    A. Tsukimura, S. Kodama, Y. Ishii

    27th International Conference on Organometalic Chemistry  2016.7 

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  • Vinylidene Rearrangement of Internal Alkynes at Ir(III) Complexes Having a Fluorine-Substituted 2-Pyridylphenyl Ligand

    S. Akiyama, Y. Ikeda, S. Kodama, Y. Ishii

    27th International Conference on Organometallic Chemistry  2016.7 

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  • Reactivities of Vinylrhodium(III) Complexes Derived from Sequential Vinylidene Rearrangement and 1,1-Insertion of Silylalkynes

    T. Nakamura, Y. Ikeda, S. Kodama, Y. Ishii

    27th International Conference on Organometallic Chemistry  2016.7 

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  • 銅錯体をクロモフォアに有する新規光酸発生剤の開発

    月村安希, 小玉晋太朗, 石井洋一

    日本化学会第96春季年会  2016.3 

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  • 過レニウム酸イオンをもつオキソバナジウム錯体を触媒とするアルコール類の酸素酸化

    小林大樹, 小玉晋太朗, 石井洋一

    日本化学会第96春季年会  2016.3 

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  • Cp*Ir(III)フェニル錯体と2,5-ノルボルナジエンの反応

    本多峻也, 髙野紘一, 小玉晋太朗, 石井洋一

    日本化学会第96春季年会  2016.3 

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  • フッ素置換2-ピリジルフェニル配位子をもつIr(III)錯体における内部アルキンのビニリデン転位の制御

    秋山世治, 池田洋輔, 小玉晋太朗, 土田敦子, 鷹野景子, 石井洋一

    日本化学会第96春季年会  2016.3 

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  • ヘテロアリールアルキンのビニリデン転位と1,1-挿入で生成するRh(III)錯体

    中村峻之, 小玉晋太朗, 石井洋一

    日本化学会第96春季年会  2016.3 

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  • Pillar[5]areneを配位子とした9属金属錯体の合成と性質

    近藤潤, 佐伯真由美, 小玉晋太朗, 石井洋一

    日本化学会第96春季年会  2016.3 

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  • Ru(II)-PPh3錯体とアルキンの反応によるη4-ホスホニウム配位子をもつRu(0)錯体の生成

    髙野紘一, 小玉晋太朗, 土田敦子, 鷹野景子, 石井洋一

    日本化学会第96春季年会  2016.3 

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  • 中性混合原子価バナジウム(IV/V)オキソクラスター錯体の合成と性質

    井上裕太, 田谷信人, 小玉晋太朗, 石井洋一

    日本化学会第96春季年会  2016.3 

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  • Control of Vinylidene Rearrangement and 1,2-Insertion of Internal Alkynes

    Y. Ikeda, Y. Mutoh, S. Kodama, Y. Ishii

    Pacifichem 2015  2015.12 

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  • Interconversion among Neutral Vanadium(V) Oxo Cluster Complexes by Changing the Solvent Systems

    S. Kodama, N. Taya, Y. Ishii

    Pacifichem 2015  2015.12 

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  • Remote Rearrangement of the Metal Center in (η6-C6Me6)M(II) (M = Ru, Os) Complexes

    K. Takano, Y. Ikeda, S. Kodama, Y. Ishii

    Pacifichem 2015  2015.12 

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  • [3,3]-Sigmatropic rearrangement of pyridyl ketone oxime esters at an Ir complex

    H. Takahashi, S. Kodama, Y. Ishii

    Pacifichem 2015  2015.12 

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  • Ir(III)-ppyF4 錯体上での内部アルキンのビニリデン転位と1,2-挿入の競合

    秋山世治, 池田洋輔, 小玉晋太朗, 土田敦子, 石井洋一

    第62回有機金属化学討論会  2015.9 

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  • (η6-アレーン)Os 錯体上における金属中心の遠隔転位

    髙野紘一, 池田洋輔, 小玉晋太朗, 土田敦子, 鷹野景子, 石井洋一

    第62回有機金属化学討論会  2015.9 

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  • テルロカルボニル配位子を持つハーフサンドイッチ型ルテニウム錯体の合成と反応

    鈴木あゆみ, 新井隆弘, 池永幸太, 石井洋一, 斎藤慎一, 武藤雄一郎

    第62回有機金属化学討論会  2015.9 

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  • ビニリデン挿入を経由する Rh(III) 中心の遠隔転位

    中村峻之, 池田洋輔, 小玉晋太朗, 石井洋一

    第62回有機金属化学討論会  2015.9 

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  • アルキル炭素からアリール炭素への Rh(III) 中心の 1,4-転位

    石井洋一, 福田絵女, 髙野紘一, 池田洋輔, 小玉晋太朗

    第116回触媒討論会  2015.9 

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  • Rh(III) アルケニル錯体における 1,3-Rh 転位の反応機構に関する量子化学的研究

    大塚美穂, 土田敦子, 池田洋輔, 髙野紘一, 小玉晋太朗, 石井洋一, 鷹野景子

    錯体化学会第65回討論会  2015.9 

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  • 過レニウム酸イオンをカウンターイオンにもつオキソバナジウム錯体の酸化触媒活性

    小林 大樹, 小玉 晋太朗, 石井 洋一

    錯体化学会第65回討論会  2015.9 

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  • ルテニウム錯体をクロモフォアに有する可視光対応型光酸発生剤の開発

    月村安希, 小玉晋太朗, 石井洋一

    錯体化学会第65回討論会  2015.9 

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  • イリジウムとの錯形成によるオキシムエステル類から α-置換イミン類への変換反応

    高橋 宏幸, 小玉 晋太朗, 石井 洋一

    錯体化学会第65回討論会  2015.9 

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  • (η6-アレーン)Ru 錯体上での金属中心の1,4-転位

    髙野紘一, 池田洋輔, 小玉晋太朗, 土田敦子, 鷹野景子, 石井洋一

    錯体化学会第65回討論会  2015.9 

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  • 1,4-Migration of the metal center in (eta6-arene)Ru(II) complexes

    K. Takano, Y. Ikeda, S. Kodama, Y. Ishii

    17th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis  2015.7 

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  • Direct conversion of ketoxime esters into alpha-acyloxy imines in an Ir(III) complex

    H. Takahashi, S. Kodama, Y. Ishii

    Organometallic Chemistry Directed Towards Organic Synthesis  2015.7 

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  • Competition between vinylidene rearrangement and 1,2-insertion of internal alkynes at an Ir(III) complex

    S. Kodama, Y. Ikeda, N. Tsuchida, Y. Ishii

    17th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis  2015.7 

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  • Mo 錯体上における内部アルキンのビニリデン転位

    大山陽祐, 池田洋輔, 小玉晋太朗, 石井洋一

    日本化学会第95春季年会  2015.3 

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  • アルコールに対する中性八核バナジウムオキソクラスター錯体の反応性

    小玉晋太朗, 田谷信人, 石井洋一

    日本化学会第95春季年会  2015.3 

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  • アルキル炭素からアリール炭素への Rh(III) 中心の 1,4-転位

    福田絵女, 髙野紘一, 池田洋輔, 小玉晋太朗, 石井洋一

    日本化学会第95春季年会  2015.3 

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  • (η6-C6Me6)Ru(II) 錯体上における金属中心の遠隔転位

    髙野紘一, 池田洋輔, 小玉晋太朗, 石井洋一

    日本化学会第95春季年会  2015.3 

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  • ビニリデン挿入を鍵とするRh(III)中心の1,4-転位と1,5-転位

    中村峻之, 池田洋輔, 小玉晋太朗, 石井洋一

    日本化学会第95春季年会  2015.3 

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  • Cp*Ir(III) 錯体上での内部アルキンのビニリデン転位と [1,2] 挿入の競合

    池田洋輔, 小玉晋太朗, 石井洋一

    日本化学会第95春季年会  2015.3 

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  • Ir 錯体上でのオキシムエステル類の α-置換イミン類への変換反応

    高橋宏幸, 小玉晋太朗, 石井洋一

    日本化学会第95春季年会  2015.3 

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  • カリックスアレーンイリジウム(III) 錯体上での炭素‒水素および炭素‒炭素結合活性化反応

    石川 幹也, 山崎 拓哉, 小玉 晋太朗, 石井 洋一

    錯体化学会第64回討論会  2014.9 

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  • チオおよびセレノニトロシル錯体の合成

    深田 豪, 阿部 航, 栗原 崇, 武藤雄一郎, 石井洋一, 斎藤慎一

    錯体化学会第64回討論会  2014.9 

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  • Rh(III)錯体における選択的1,4-Rh 転位の反応機構に関する量子化学的研究

    土田敦子, 藁谷真衣子, 池田洋輔, 高野紘一, 小玉晋太郎, 石井洋一, 鷹野景子

    錯体化学会第64回討論会  2014.9 

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  • Ir(III)錯体における内部アルキンからのビニリデン錯体生成とその反応性

    渡邉誉弘, 池田洋輔, 小玉晋太朗, 武藤雄一郎, 石井洋一

    錯体化学会第64回討論会  2014.9 

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  • Cp*Rh(III)錯体上における金属中心の1,4-転位の置換基効果

    髙野紘一, 池田洋輔, 藁谷真衣子, 小玉晋太朗, 土田敦子, 鷹野景子, 石井洋一

    第61回有機金属化学討論会  2014.9 

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  • Cp*Ir(III)錯体上における金属中心の1,4-転位と1,3-転位

    池田洋輔, 髙野紘一, 小玉晋太朗, 石井洋一

    第61回有機金属化学討論会  2014.9 

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  • Development of a Visible-light-sensitive Photoacid Generator Bearing a Ruthenium Complex as its Chromophore

    S. Kodama, Y. Kisogawa, Y. Ishii

    XXVI International Conference on Organometallic Chemistry  2014.7 

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  • Vinylidene Rearrangement of Internal Alkynesat an Ir(III) Complex

    T. Watanabe, Y. Ikeda, S. Kodama, Y. Mutoh, Y. Ishii

    XXVI International Conference on Organometallic Chemistry  2014.7 

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  • Synthesis and Properties of Tellurocarbonyl Complexes with Various CoordinationGeometries

    Y. Mutoh, K. Ikenaga, T. Arai, N. Kozono, Y. Ishii

    XXVI International Conference on Organometallic Chemistry  2014.7 

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  • Substituent Effect on 1,4-Migration of the Metal Center in Cp*Rh(III) and Cp*Ir(III) Complexes

    K. Takano, Y. Ikeda, M. Waragai, S. Kodama, N. Tsuchida, K. Takano, Y. Ishii

    XXVI International Conference on Organometallic Chemistry  2014.7 

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  • A Windmill-shaped Vanadium(V) Oxide Cluster Complex Having a Neutral V8O20 Core Bearing 4,4’-Di-tert-butyl-2,2’-bipyridine

    N. Taya, S. Kodama, Y. Ishii

    XXVI International Conference on Organometallic Chemistry  2014.7 

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  • Synthesis and Characterization of a Neutral Octanuclear Vanadium(V) Oxide Cluster Complex Having a Windmill-shaped V8O20 Core

    S. Kodama, N. Taya, Y. Ishii

    41th International Conference on Coordination Chemistry  2014.7 

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  • Development of a Visible-Light-Sensitive Ruthenium Complex Having a Photoacid Generating Function

    Y. Kisogawa, S. Kodama, Y. Ishii

    41th International Conference on Coordination Chemistry  2014.7 

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  • Synthesis and Structures of Polynuclear Palladium(II) and Platinum(II) Cyanamido Complexes

    M. Suzuki, A. Shima, S. Kodama, Y. Ishii

    41th International Conference on Coordination Chemistry  2014.7 

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  • C-H and C-C Bond Activation in Iridium(III) Calix[4]arene Complexes

    Y. Ishii, T. Yamazaki, S. Kodama

    41th International Conference on Coordination Chemistry  2014.7 

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  • Cp*Rh(III) および Cp*Ir(III) 錯体上における金属中心の1,4-転位の可逆性

    髙野紘一, 池田洋輔, 藁谷真衣子, 小玉晋太朗, 土田敦子, 鷹野景子, 石井洋一

    日本化学会第94春季年会  2014.3 

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  • Ir(III) 錯体上における内部アルキンのビニリデン転位

    渡邉誉弘, 池田洋輔, 小玉晋太朗, 武藤雄一郎, 石井洋一

    日本化学会第94春季年会  2014.3 

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  • Cp*Ir(III) 錯体上における金属中心の遠隔転位

    池田洋輔, 髙野紘一, 小玉晋太朗, 石井洋一

    日本化学会第94春季年会  2014.3 

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  • 硫黄、アミン、およびアルコールを用いる新規チオアミド合成法

    逆井信裕, 塚本英二郎, 小玉晋太朗, 武藤雄一郎, 石井洋一

    日本化学会第94春季年会  2014.3 

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  • 可視光照射により酸を発生する新規ルテニウム錯体の開発

    木曽川悠太, 小玉晋太朗, 石井洋一

    錯体化学会第63討論会  2013.11 

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  • d8金属中心を有するシアナミド架橋パラジウム多核クラスターの合成

    鈴木将人, 小玉晋太朗, 石井洋一

    錯体化学会第63回討論会  2013.11 

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  • 含窒素二座配位子を有する新規バナジウム八核酸化物錯体の開発

    田谷信人, 小玉晋太朗, 石井 洋一

    錯体化学会第63回討論会  2013.11 

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  • Cp配位子を持つセレノおよびテルロカルボニル錯体の合成と性質

    新井隆弘, 池永幸太, 小園直輝, 武藤雄一郎, 石井洋一

    錯体化学会第63回討論会  2013.11 

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  • Li8M2(M = Ir, Rh, Ru)骨格を有するカリックスアレーン錯体の合成と構造

    山崎拓哉, 小玉晋太朗, 武藤雄一郎, 石井洋一

    錯体化学会第63回討論会  2013.11 

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  • Cp*Rh(III) 錯体上における金属中心の遠隔転位

    池田洋輔, 小玉晋太朗, 石井洋一

    第59回有機金属化学討論会  2013.9 

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  • 1,4-Metal migration in a Cp*Rh(III) complex

    Y. Ikeda, S. Kodama, Y. Ishii

    17th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis  2013.7 

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  • A novel octanuclear vanadium oxide cluster complex

    S. Kodama, N. Taya, Y. Ishii

    20th EuCheMS Conference on Organometallic Chemistry  2013.7 

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  • Ru錯体における内部アルキン/ビニリデン異性化反応の理論的研究―配位子の立体的および電子的効果

    太田千裕, 大塚美穂, 土田敦子, 池田洋輔, 伊藤彰, 武藤雄一郎, 石井洋一, 鷹野景子

    第16回理論化学討論会  2013.5 

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  • 含窒素二座配位子を有する新規バナジウム多核酸化物錯体の開発

    田谷信人, 小玉晋太朗, 石井洋一

    第93日本化学会春期年会  2013.3 

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  • カリックスアレーンを配位子とするLi8M2 (M = Rh, Ir, Ru) 錯体の合成

    山崎拓哉, 小玉晋太朗, 武藤雄一郎, 石井洋一

    第93日本化学会春期年会  2013.3 

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  • Rh(III)錯体上での金属中心の1,4-転位

    池田洋輔, 小玉晋太朗, 石井洋一

    第93日本化学会春期年会  2013.3 

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  • Cp 配位子を持つルテニウムテルロカルボニル錯体の合成

    新井隆弘, 池永幸太, 小園直輝, 武藤雄一郎, 石井洋一

    第93日本化学会春期年会  2013.3 

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  • 可逆反応による修復性ポリマーに対する官能基まわりの化学構造の影響

    篠原さつき, 大矢延弘, 石井洋一, 吉江尚子

    第93日本化学会春期年会  2013.3 

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  • Reactivities of an Indenylruthenium Complex toward Internal Alkynes: Formation of Disubstituted Vinylidene Complexes and Reversible Indenyl-Alkyne Coupling

    Y. Ikeda, K. Imai, S. Kodama, Y. Mutoh, Y. Ishii

    12th International Kyoto Conference on New Aspects of Organic Chemistry  2012.11 

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  • チオアミド錯体の脱硫によるキュバン型クラスターの合成と反応性

    先川原将宏, 新山一平, 武藤雄一郎, 石井洋一

    錯体化学会第62回討論会  2012.9 

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  • Cp 配位子を持つルテニウムセレノカルボニル錯体の合成と構造

    新井隆弘, 池永幸太, 小園直輝, 武藤雄一郎, 石井洋一

    錯体化学会第62回討論会  2012.9 

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  • ロジウム-dmso 錯体から誘導される Rh(Ⅲ)-シクロトリホスファト錯体の構造と反応

    坂本昂弘, 池田洋輔, 小玉晋太朗, 石井洋一

    錯体化学会第62回討論会  2012.9 

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  • シアナミド架橋白金二核錯体を用いた異種金属クラスター錯体の合成

    島暁, 野上忠彦, 尾田健太, 川鍋幸祐, 石井洋一, 小玉晋太朗, 武藤雄一郎

    錯体化学会第62回討論会  2012.9 

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  • 第8族遷移金属錯体における内部アルキン/ビニリデン異性化反応に関する理論研究

    大塚美穂, 土田敦子, 池田洋輔, 武藤雄一郎, 石井洋一, 鷹野景子

    錯体化学会第62回討論会  2012.9 

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  • セレノおよびテルロカルボニル錯体とCNXyおよびDMAPの反応

    池永幸太, 武藤雄一郎, 石井洋一

    第59回有機金属化学討論会  2012.9 

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  • インデニルルテニウム錯体と内部アルキンとの反応によるビニリデン錯体の形成およびインデニル配位子とのカップリング

    池田洋輔, 今井浩平, 小玉晋太朗, 武藤雄一郎, 石井洋一

    第59回有機金属化学討論会  2012.9 

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  • Formation of Five-Coordinate Seleno- and Tellurocarbonyl Complexes and Their Reactivities

    K. Ikenaga, Y. Mutoh, Y. Ishii

    25th International Conference on Organometallic Chemistry  2012.9 

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  • Synthesis of Rhodium Sulfido Clusters by Desulfurization of Thioamide Complexes

    M. Sakigawara, I. Niiyama, Y. Mutoh, Y. Ishii

    25th International Conference on Organometallic Chemistry  2012.9 

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  • Dynamic Structure Control of Calixarene Rhenium Conmplexes

    R. Shiraki, K. Shiraishi, Y. Mutoh, Y. Ishii

    25th International Conference on Organometallic Chemistry  2012.9 

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  • Ru 錯体における内部アルキンからビニリデンへの異性化機構に関する量子化学的研究

    大塚美穂, 土田敦子, 池田洋輔, 木村祐介, 武藤雄一郎, 石井洋一, 鷹野景子

    第92日本化学会春季年会  2012.3 

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  • Dppm 配位子を持つシアナミド架橋ルテニウム錯体の合成と反応性

    野上忠彦, 今治誠, 植村薫, 田辺資明, 武藤雄一郎, 石井洋一

    第92日本化学会春季年会  2012.3 

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  • セレノおよびテルロカルボニル錯体とホウ素化合物の反応による5配位16 電子錯体の合成とその反応性

    池永幸太, 小園直輝, 武藤雄一郎, 石井洋一

    第92日本化学会春季年会  2012.3 

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  • Cp 配位子を持つ8 族金属錯体上での内部アルキン- 二置換ビニリデン転位に及ぼす配位子の効果

    伊藤彰, 中村理奈, ランベール ナターシャ, 木村祐介, 池田洋輔, 武藤雄一郎, 石井洋一

    第92日本化学会春季年会  2012.3 

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  • ロジウムチオアミド錯体の脱硫によるキュバン型クラスターの生成

    先川原将宏, 新山一平, 武藤雄一郎, 石井洋一

    第92日本化学会春季年会  2012.3 

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  • Coupling of Internal Alkynes and Dppm at a Ruthenium Complex Leading to Unexpected Formation of Alkenylphosphonio Complex

    Y. Mutoh, Y. Kimura, Y. Ikeda, Y. Ishii

    International Symposium on Organometallic Chemistry 2011  2011.11 

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  • Synthsis and Skeletal Transformation of NCN- and NCNH-Bridged Ruthenium Complexes with C6Me6 Ligands

    T. Nogami, M. Imaji, K. Uemura, Y. Mutoh, Y. Ishii

    International Symposium on Organometallic Chemistry 2011  2011.11 

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  • Synthesis and Reactivities of cis-(Hydroxo)(nitrosyl)rhenium Calix[4]arene Complexes

    R. Shiraki, Y. Mutoh, Y. Ishii

    International Symposium on Organometallic Chemistry 2011  2011.11 

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  • 9 族金属錯体上での第一級チオアミドの脱硫とキュバン類似クラスターの生成

    先川原将宏, 新山一平, 武藤雄一郎, 石井洋一

    第61回錯体化学討論会  2011.9 

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  • シス(ヒドロキソ)(ニトロシル)カリックスアレーンレニウム錯体の合成と反応性

    白木里沙, 白石梢, 武藤雄一郎, 石井洋一

    第61回錯体化学討論会  2011.9 

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  • テルロカルボニル配位子を持つルテニウム錯体の合成と反応性

    池永幸太, 小園直樹, 武藤雄一郎, 石井洋一

    第58回有機金属化学討論会  2011.9 

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  • ルテニウム錯体上における内部アルキンと dppm 配位子のカップリングによるアルケニルホスホニオ錯体の形成

    武藤雄一郎, 木村祐介, 池田洋輔, 武藤雄一郎, 石井洋一

    第58回有機金属化学討論会  2011.9 

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  • Vinylidene Rearrangement of Internal Alkynes

    Y. Ishii

    14th Asian Chemical Congress  2011.9 

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  • Ru 錯体における内部アルキン‐ビニリデン異性化経路の量子化学的研究 -ONIOM法を用いた反応制御因子の解明-

    大塚美穂, 土田敦子, 池田洋輔, 木村祐介, 武藤雄一郎, 石井洋一, 鷹野景子

    第61回錯体化学討論会  2011.9 

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  • Reversibility of Internal Alkyne-Disubstituted Vinylidene Isomerization at Cationic Ruthenium and Iron Complexes

    Y. Mutoh, K. Imai, Y. Kimura, Y. Ikeda, Y. Ishii

    19th EuCheMs International Conference on Organometallic Chemistry at Toulouse  2011.7 

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  • Desulfurization of Primary Thioamides at a Rh Complex

    M. Sakigawara, I. Niiyama, Y. Mutoh, Y. Ishii

    19th EuCheMs International Conference on Organometallic Chemistry at Toulouse  2011.7 

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  • Cp*Rh錯体上における第一級チオアミドの脱硫

    先川原将宏, 新山一平, 武藤雄一郎, 石井洋一

    日本化学会第91春季年会  2011.3 

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  • イソシアニド配位子を持つルテニウムテルロカルボニル錯体の合成と反応

    小園直輝, 武藤雄一郎, 石井洋一

    日本化学会第91春季年会  2011.3 

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  • インデニルルテニウム錯体上における内部アルキン-二置換ビニリデン相互変換

    今井浩平, 木村祐介, 池田洋輔, 武藤雄一郎, 石井洋一

    日本化学会第91春季年会  2011.3 

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  • Sulfurization-triggered Migration of an Alkyl Ligand at an Ir-Re Dinuclear Complex

    A. Nezaki, K. Arashiba, Y. Mutoh, Y. Ishii

    2010 International Chemical Congress of Pacific Basin Societies  2010.12 

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  • Synthesis of the Bis(vinylidene)-bridged Dinuclear Complexes via Internal Alkyne-to-vinylidene Isomerization

    R. Nakamura, Y. Ikeda, Y. Mutoh, Y. Ishii

    2010 International Chemical Congress of Pacific Basin Societies  2010.12 

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  • Reversibility of Disubstituted Vinylidene-Internal Alkyne Isomerization at Cationic Ruthenium Complexes

    K. Imai, Y. Kimura, Y. Mutoh, Y. Ishii

    2010 International Chemical Congress of Pacific Basin Societies  2010.12 

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  • Reactivities of Ruthenium Seleno- and Tellurocarbonyl Complexes

    N. Kozono, Y. Mutoh, Y. Ishii

    2010 International Chemical Congress of Pacific Basin Societies  2010.12 

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  • Synthesis and Properties of Ruthenium Seleno- and Tellurocarbonyl Complexes

    Y. Mutoh, N. Kozono, M. Araki, N. Tsuchida, K. Takano, Y. Ishii

    2010 International Chemical Congress of Pacific Basin Societies  2010.12 

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  • ルテニウム錯体上における二置換ビニリデン-アルキン異性化反応の可逆性

    今井浩平, 木村祐介, 武藤雄一郎, 石井洋一

    第57回有機金属化学討論会  2010.9 

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  • Ir-Re 二核コアの硫化に伴うアルキル配位子の金属間転位反応

    根﨑明澄, 荒芝和也, 武藤雄一郎, 石井洋一

    第57回有機金属化学討論会  2010.9 

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  • 内部アルキン-ビニリデン転位を利用したビニリデン架橋二核錯体の合成

    中村理奈, 熊谷健太郎, 池田洋輔, 武藤雄一郎, 石井洋一

    第57回有機金属化学討論会  2010.9 

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  • 配位不飽和なシアナミド架橋(アレーン)ルテニウム二核錯体の合成と反応性

    野上忠彦, 今治誠, 植村薫, 武藤雄一郎, 石井洋一

    第60回錯体化学討論会  2010.9 

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  • チオアミド配位子を持つルテニウム錯体の合成と触媒活性

    田口雄基, 新山一平, 武藤雄一郎, 石井洋一

    第60回錯体化学討論会  2010.9 

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  • 内部アルキンのビニリデン転位をめぐって

    石井洋一

    日本化学会第4回関東支部大会  2010.8 

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  • Ruthenium Seleno- and Tellurocarbonyl Complexes: Selenium and Tellurium Atom Transfer to a Terminal Carbido Ligand

    Y. Mutoh, N. Kozono, M. Araki, N. Tsuchida, K. Takano, Y. Ishii

    24th International Conference on Organometallic Chemistry  2010.7 

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  • Synthesis of NCN-bridged Polynuclear (Arene)ruthenium Complexes

    T. Nogami, M. Imaji, K. Uemura, Y. Mutoh, Y. Ishii

    24th International Conference on Organometallic Chemistry  2010.7 

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  • [CpFeCl(pp)] の改良合成法の開発とハロゲン化アルキルとの反応

    熊谷健太郎, 池田洋輔, 武藤雄一郎, 石井洋一

    日本化学会第90春季年会  2010.3 

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  • 内部アルキン-ビニリデン転位を利用したビス(ビニリデン)架橋二核錯体の合成

    中村理奈, 池田洋輔, 武藤雄一郎, 石井洋一

    日本化学会第90春季年会  2010.3 

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  • ルテニウム錯体上における二置換ビニリデン-アルキン異性化反応

    今井浩平, 木村祐介, 池田洋輔, 武藤雄一郎, 石井洋一

    日本化学会第90春季年会  2010.3 

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  • ルテニウム錯体上におけるdppm と内部アルキンのカップリング反応

    木村祐介, 武藤雄一郎, 石井洋一

    日本化学会第90春季年会  2010.3 

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  • ルテニウムセレノおよびテルロカルボニル錯体とホスフィンの反応

    小園直輝, 武藤雄一郎, 石井洋一

    日本化学会第90春季年会  2010.3 

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  • Synthesis and Reactivities of Ruthenium Seleno- and Tellurocarbonyl Complexes

    N. Kozono, M. Araki, Y. Mutoh, N. Tsuchida, K. Takano, Y. Ishii

    The Eleventh International Kyoto Conference on New Aspects of Organic Chemistry  2009.11 

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  • 末端カーバイド配位子へのセレンおよびテルル原子トランスファーによるセレノおよびテルロカルボニル錯体の合成と性質

    武藤雄一郎, 小園直輝, 荒木美峰, 土田敦子, 鷹野景子, 石井洋一

    第56回有機金属化学討論会  2009.9 

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  • CpRu(II)およびCpFe(II)錯体上における内部アルキンのビニリデン転位

    木村祐介, 池田洋輔, 武藤雄一郎, 石井洋一

    第56回有機金属化学討論会  2009.9 

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  • チオアミド配位子を持つルテニウム錯体の合成と性質

    新山一平, 武藤雄一郎, 石井洋一

    第59回錯体化学討論会  2009.9 

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  • レニウムカリックスアレーン錯体における(ヒドラジド)(オキソ)/(ジアゼニド)(ヒドロキソ)異性化挙動

    白石梢, 近藤綾乃, 武藤雄一郎, 石井洋一

    第59回錯体化学討論会  2009.9 

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  • シアナミド架橋クラスターの骨格変換とコア拡張反応

    石井洋一

    第59回錯体化学討論会  2009.9 

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  • Self-assembly Approach toward NCN-bridged Multinuclear Complexes

    Y. Mutoh, Y. Ishii

    The 3rd International Symposium on Synergy of Elements  2009.8 

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  • Vinylidene Rearrangement of Internal Alkynes at CpRu and CpFe Complexes

    Yuichiro Mutoh, Youichi Ishii

    The 4th International Conference of Concerto Catalysis  2009.8 

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  • Vinylidene Rearrangement of Internal Alkynes at CpRu and CpFe Complexes

    Y. Mutoh, Y. Ikeda, Y. Kimura, Y. Ishii

    15th IUPAC International Symposium on Organometallic Chemistry Directed towards Organic Synthesis  2009.7 

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  • Synthesis and Catalytic Activity of Ruthenium Complexes with a Thioamide Ligand

    Y. Mutoh, Y. Taguchi, I. Niiyama, Y. Ishii

    15th IUPAC International Symposium on Organometallic Chemistry Directed towards Organic Synthesis  2009.7 

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  • シス(ヒドラジド)(オキソ)レニウムカリックスアレーン錯体の合成と反応性

    白石梢, 近藤綾乃, 武藤雄一郎, 石井洋一

    第89日本化学会春季年会  2009.3 

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  • Cp- およびCp*-Ru(II) 錯体における内部アルキンからのビニリデン錯体形成

    木村祐介, 池田洋輔, 武藤雄一郎, 石井洋一

    第89日本化学会春季年会  2009.3 

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  • セレノカルボニル配位子を持つルテニウム錯体の合成

    小園直輝, 荒木美峰, 武藤雄一郎, 石井洋一

    第89日本化学会春季年会  2009.3 

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  • 酸素および窒素をドナー原子とする後周期金属多核錯体の合成戦略と特性

    石井洋一

    元素相乗系化合物の化学 第4回公開シンポジウム  2009.1 

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  • シクロリン酸配位子をプラットフォームとする遷移金属錯体とその反応性の開発

    石井洋一

    協奏機能触媒 第3回公開シンポジウム  2008.12 

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  • セルフアセンブリ法によるシアナミド架橋混合金属三核クラスターの選択的合成

    武藤雄一郎, 今治誠, 高畑恵一, 田辺資明, 石井洋一

    第55回有機金属化学討論会  2008.9 

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  • チオアミド配位子をもつルテニウム、ロジウム、イリジウム錯体の合成と性質

    新山一平, 武藤雄一郎, 石井洋一

    第58回錯体化学討論会  2008.9 

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  • イミド配位子を持つスルフィド架橋Ru-Mo, W, Re錯体の合成と反応性

    吉田いずみ, 荒芝和也, 武藤雄一郎, 石井洋一

    第58回錯体化学討論会  2008.9 

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  • Formation of Vinylidenes from Internal Alkynes at a Ruthenium Cyclophosphato Complex

    Y. Ikeda, T. Yamaguchi, K. Kanao, K. Kimura, S. Kamimura, Y. Mutoh, Y. Tanabe, Y. Ishii

    XXIII International Conference on Organometallic Chemistry  2008.7 

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  • Synthesis and Properties of NCN-bridged Multinuclear (Arene)ruthenium Complexes

    Y. Mutoh, M. Imaji, Y. Tanabe, Y. Ishii

    XXIII International Conference on Organometallic Chemistry  2008.7 

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  • シクロリン酸配位子を基盤とする有機金属錯体の化学

    石井洋一

    東北大学第25回無機・分析化学コロキウム  2008.5 

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  • Formation of Vinylidenes from Internal Alkynes at a Cyclotriphosphato Ruthenium Complex

    Y. Ishii

    The Second International Symposium on Chemistry of Concerto Catalysis  2008.4 

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  • モノ(スルフィド)架橋Ir-Re二核錯体とカルコゲンとの反応

    荒芝和也, 武藤雄一郎, 田辺資明, 石井洋一

    日本化学会第88春季年会  2008.3 

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  • シクロトリホスファトルテニウム錯体における内部アルキンの酸化的ビニリデン転位

    木村祐介, 池田洋輔, 山口高史, 田辺資明, 武藤雄一郎, 石井洋一

    日本化学会第88春季年会  2008.3 

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  • シアナミド架橋混合金属クラスターの構築

    今治誠, 田辺資明, 武藤雄一郎, 石井洋一

    日本化学会第88春季年会  2008.3 

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  • 8族-6族異種金属二核イミド錯体の合成と構造

    吉田いずみ, 荒芝和也, 武藤雄一郎, 石井洋一

    日本化学会第88春季年会  2008.3 

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  • チオアミド配位子を持つルテニウム、ロジウムおよびイリジウム錯体の合成と構造

    新山一平, 武藤雄一郎, 石井洋一

    日本化学会第88春季年会  2008.3 

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  • Core Expansion Reactions of Cyanamido Clusters

    M. Imaji, Y. Tanabe, Y. Mutoh, Y. Ishii

    The 1st International Symposium on Synergy of Elements  2007.11 

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  • シクロトリホスファトルテニウム錯体における内部アルキンのビニリデン転位

    石井洋一, 池田洋輔, 山口高史, 金尾啓一郎, 木村和寛, 上村聡, 武藤雄一郎, 田辺資明

    第54回有機金属化学討論会  2007.10 

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  • アレーン配位子を有するシアナミド架橋ルテニウム多核錯体の合成と反応性

    今治誠, 田辺資明, 武藤雄一郎, 石井洋一

    第54回有機金属化学討論会  2007.10 

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  • NHC配位子を持つ9族-6族混合金属二核ニトロシル錯体の合成と構造

    青木友宏, 荒芝和也, 武藤雄一郎, 田辺資明, 石井洋一

    第57錯体化学討論会  2007.9 

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  • O-アルキルアミジノウレアを配位子とする有機金属錯体の合成と反応性

    小林弘樹, 高畑恵一, 武藤雄一郎, 田辺資明, 石井洋一

    第57錯体化学討論会  2007.9 

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  • 中員環ジアミンおよびその誘導体配位子を含む銅(II)錯体の合成と構造特性

    堀恵理子, 田辺資明, 石井洋一, 福田豊

    第57錯体化学討論会  2007.9 

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  • トランスジオキソレニウムカリックスアレーン錯体の合成と反応性

    猿谷直紀, 小川秋水, 近藤綾乃, 武藤雄一郎, 田辺資明, 石井洋一

    第57錯体化学討論会  2007.9 

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  • シアナミド架橋白金錯体の合成

    桑原寿和, 小出和生, 陳智政, 武藤雄一郎, 田辺資明, 石井洋一

    第57錯体化学討論会  2007.9 

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  • 不均一系触媒の構造を模したシクロホスファトルテニウム錯体の合成と反

    石井洋一, 金尾啓一郎, 上村聡, 田辺資明

    第100回触媒討論会  2007.9 

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  • Formation of Vinylidenes from Internal Alkynes at a Ruthenium Cyclotriphosphato Complex

    Y. Ikeda, T. Yamaguchi, K. Kanao, K. Kimura, S. Kamimura, Y. Mutoh, Y. Tanabe, Y. Ishii

    14th IUPAC International Symposium on Organometallic Chemistry Directed towards Organic Synthesis  2007.8 

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  • スルフィド架橋Ru-Moニトロシル錯体の合成と反応性

    立沢将城, 荒芝和也, 田辺資明, 桑田繁樹, 石井洋一

    日本化学会第87春季年会  2007.3 

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  • シアナミド架橋ルテニウム多核錯体の合成と構造

    今治誠, 高畑恵一, 田辺資明, 石井洋一

    日本化学会第87春季年会  2007.3 

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  • シクロトリホスファトルテニウム錯体における内部アルキンのビニリデン転位

    池田洋輔, 山口高史, 金尾啓一郎, 木村和寛, 上村聡, 田辺資明, 石井洋一

    日本化学会第87春季年会  2007.3 

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  • トランスジオキソレニウムカリックスアレーン錯体の合成と反応性

    猿谷直紀, 小林秋水, 近藤綾乃, 田辺資明, 石井洋一

    日本化学会第87春季年会  2007.3 

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  • Re-Agカリックスアレーン錯体のキャビティ内でのニトリル、イソシアニドの配位挙動

    大西諒子, 小川秋水, 田辺資明, 石井洋一

    日本化学会第87春季年会  2007.3 

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  • 1,2,9,10-テトラゲルマシクロヘキサデカ-3,7,11,15-テトライン類似体の合成と反応

    大戸惇一, 三浦淑行, 南条真佐人, 持田邦夫, 石井洋一

    日本化学会第87春季年会  2007.3 

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  • カリックス[4]アレーンRu, Rh錯体における自己包摂現象

    石井洋一, 小野崎真治, 藤本浩介, 井崎恵介, 小川秋水, 近藤綾乃, 田辺資明

    第53回有機金属化学討論会  2006.9 

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  • シクロトリホスフィマト配位子を持つRuメタノール錯体の合成と置換反応

    飯田琢也, 金尾啓一郎, 上村聡, 田辺資明, 石井洋一

    第53回有機金属化学討論会  2006.9 

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  • カリックスアレーンキャビティ内でのRe-PtおよびRe-Cu二核コアの構築

    大西諒子, 小川秋水, 岩佐健太郎, 近藤綾乃, 田辺資明, 石井洋一

    第56回錯体化学討論会  2006.9 

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  • シアナミド架橋イリジウム多核錯体への金属フラグメントの集積化

    今治誠, 高畑恵一, 梶谷英伸, 田邉資明, 石井洋一

    第56回錯体化学討論会  2006.9 

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  • スルフィド架橋9族-7族異種金属二核錯体の合成と構造

    荒芝和也, 田辺資明, 石井洋一

    第56回錯体化学討論会  2006.9 

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  • Coordination of Late-transition-metal Complexes inside the Cavity of Calix[4]arenes

    Y. Ishii, S. Onozaki, K. Izaki, K. Fujimoto, A. Ogawa, A. Kondo, K. Iwasa, T. Kochi, Y. Tanabe

    XXII International Conference on Organometallic Chemistry  2006.7 

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  • Syntheses, Structures, and Properties of Cyanamido-Bridged Group 9 Transition Metal Clusters

    Y. Tanabe, K. Takahata, N. Iwadate, H. Kajitani, S. Kuwata, M. Iwasaki, Y. Ishii

    XXII International Conference on Organometallic Chemistry  2006.7 

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  • カリックスアレーンキャビティ内でのRe-PtおよびRe-Cu二核コアの構築

    小川秋水, 岩佐健太郎, 近藤綾乃, 田辺資明, 石井洋一

    日本化学会第86春季年会  2006.3 

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  • ロジウムカリックスアレーン錯体における「自己包接」現象

    藤本浩介, 小野崎真治, 小川秋水, 田辺資明, 石井洋一

    日本化学会第86春季年会  2006.3 

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  • シクロトリホスフィマト配位子を持つルテニウムメタノール錯体の合成と置換反応

    飯田琢也, 金尾啓一郎, 上村聡, 田辺資明, 石井洋一

    日本化学会第86春季年会  2006.3 

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  • シクロトリホスファトルテニウム錯体上での内部アルキンからのビニリデンの生成

    山口高史, 木村和寛, 金尾啓一郎, 上村聡, 田辺資明, 石井洋一

    日本化学会第86春季年会  2006.3 

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  • シアナミド架橋イリジウム二核ならびに四核錯体へのパラジウムの集積化

    今治誠, 高畑恵一, 梶谷英伸, 田邉資明, 石井洋一

    日本化学会第86春季年会  2006.3 

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  • シアナミド配位子の柔構造を活用した多核錯体の構築

    石井洋一

    動的錯体の自在制御科学 第5回公開シンポジウム  2006.3 

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  • Coordination of Late-transition-metal Complexes inside the Cavity of Calix[4]arenes

    Y. Ishii, S. Onozaki, K. Izaki, A. Ogawa, A. Kondo, K. Iwasa, T. Kochi, Y. Tanabe

    International Chemical Congress of Pacific Basin Societies 2005  2005.12 

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  • Syntheses and Transformation of NCN-Bridged Ir and Ru Complexes

    Y. Tanabe, H. Kajitani, S. Kuwata, M. Iwasaki, Y. Ishii

    International Chemical Congress of Pacific Basin Societies 2005  2005.12 

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  • Activation of a NO Ligand at Early-late Heterobimetallic Complexes

    K. Arashiba, S. Matsukawa, Y. Tanabe, S. Kuwata, M. Iwasaki, Y. Ishii

    International Chemical Congress of Pacific Basin Societies 2005  2005.12 

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  • Synthesis, Structures and Isomerization of Re-Rh Calix[4]arene Complexes

    A. Ogawa, A. Kondo, K. Iwasa, Y. Tanabe, Y. Ishii

    International Chemical Congress of Pacific Basin Societies 2005  2005.12 

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  • Highly Phosphorescent Iridium(III) Mixed-Ligand Complexes Containing Both Tridentate Bis(benzimidazolyl)benzene and Bidentate Phenylpyridine

    M. Haga, S. Obara, M. Itabashi, Y. Ishii, K. Nozaki

    International Chemical Congress of Pacific Basin Societies 2005  2005.12 

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  • Synthesis and Photoluminescent Properties of Iridium Complexes with Both Bidentate and Tridentate Ligands Containing Ir-C Bonds

    M. Itabashi, Y. Tanabe, Y. Ishii, K. Nozaki, M. Haga

    International Chemical Congress of Pacific Basin Societies 2005  2005.12 

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  • Syntheses of NCN-Bridged Cluster of Clusters type Complexes

    K. Takemoto, H. Kajitani, Y. Tanabe, Y. Ishii

    The International Symposium on Dynamic Complexes  2005.10 

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  • ホスホナトあるいはホスフィナト配位子によって架橋されたRh, Ir錯体の合成と構造

    岩田剛, 木村友哉, 上村聡, 田辺資明, 石井洋一

    第55回錯体化学討論会  2005.9 

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  • ルテニウムヒドロスルフィド錯体を利用したスルフィド架橋混合金属ニトロシル錯体の合成

    立沢将城, 荒芝和也, 田辺資明, 桑田繁樹, 石井洋一

    第55回錯体化学討論会  2005.9 

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  • 三座配位子内にIr-C結合を有するIr錯体の発光のプロトンスイッチング

    小川智史, 野崎浩一, 田辺資明, 石井洋一, 芳賀正明

    第55回錯体化学討論会  2005.9 

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  • 二座、三座混合配位子内にIr-C結合を持つ新規Ir錯体の構造と発光特性

    板橋真澄, 小原慎也, 田辺資明, 石井洋一, 野崎浩一, 芳賀正明

    第55回錯体化学討論会  2005.9 

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  • ルテニウムシクロトリホスファト錯体と小分子の反応

    金尾啓一郎, 木村和寛, 上村聡, 田辺資明, 石井洋一

    第52回有機金属化学討論会  2005.9 

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  • イミド配位子を持つ 9 族-6 族硫黄架橋二核錯体の合成と反応性

    荒芝和也, 田辺資明, 石井洋一

    第52回有機金属化学討論会  2005.9 

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  • シアナミド架橋多核錯体:構造的多様性と反応性

    石井洋一

    埼玉工業大学若手研究フォーラム2005  2005.9 

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  • シアナミドの有機金属化学

    石井洋一

    Organometallic Seminar XXXII  2005.6 

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  • オキソ架橋Ti6Mo2八核錯体の合成と反応

    竹本康一, 上村聡, 田辺資明, 石井洋一

    日本化学会第85春季年会  2005.3 

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  • シアナミド架橋コバルト三核ならびに四核錯体の合成

    高畑恵一, 田辺資明, 石井洋一

    日本化学会第85春季年会  2005.3 

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  • ルテニウムカリックス[4]アレーン錯体における自己包接現象

    小野崎真治, 井崎恵介, 山口孝弘, 小川秋水, 近藤綾乃, 田辺資明, 石井洋一

    日本化学会第85春季年会  2005.3 

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  • シクロトリホスファトルテニウム錯体の反応性

    木村和寛, 上村聡, 田辺資明, 石井洋一

    日本化学会第85春季年会  2005.3 

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  • Ir-C結合を含む二座、三座混合配位子を持つイリジウム錯体の構造と発光特性

    板橋真澄, 小原慎也, 田辺資明, 石井洋一, 野崎浩一, 池田憲昭, 大野健, 芳賀正明

    日本化学会第85春季年会  2005.3 

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  • シアナミド架橋錯体-多様性と反応性

    石井洋一

    近畿化学協会有機金属部会平成16年度第4回例会  2005.2 

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  • Synthesis and Reactivities of Anionic NCN-Bridged Triruthenium Complexes

    H. Kajitani, Y. Tanabe, Y. Ishii

    The International Symposium on Dynamic Complexes  2005.1 

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  • ルテニウムシクロホスファト錯体の反応性

    上村聡, 木村和寛, 金尾啓一郎, 田辺資明, 岩崎政和, 石井洋一

    第51回有機金属化学討論会  2004.10 

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  • アニオン性シアナミド架橋ルテニウム三核錯体の反応性

    石井洋一, 梶谷英伸, 田辺資明, 岩崎政和

    第51回有機金属化学討論会  2004.10 

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  • レニウム-ロジウム混合金属カリックスアレーン錯体の合成と異性化

    小川秋水, 岩佐健太郎, 近藤綾乃, 田辺資明, 石井洋一

    第51回有機金属化学討論会  2004.10 

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  • シアナミド架橋ロジウムおよびコバルト四核錯体の合成と構造

    高畑恵一, 岩楯展行, 田辺資明, 石井洋一

    第54回錯体化学討論会  2004.9 

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  • カリックスアレーンを配位子とするレニウム錯体とヒドラジン類との反応

    近藤綾乃, 岩佐健太郎, 田辺資明, 岩崎政和, 石井洋一

    第54回錯体化学討論会  2004.9 

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  • ニトロシル配位子をもつ6族-10族混合金属二核錯体の合成と構造

    飯塚秀隆, 荒芝和也, 田辺資明, 桑田繁樹, 石井洋一

    第54回錯体化学討論会  2004.9 

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  • テトラケトン配位子を含むPd(Ⅱ)複核錯体の合成とその性質

    作本麻衣子, 石井洋一, 福田豊

    第54回錯体化学討論会  2004.9 

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  • Stepwise Construction of Re-Pd and Re-Rh Cores inside the Cavity of p-tBu-Calixarene

    Y. Ishii, A. Ogawa, A. Kondo, K. Iwasa, T. Kochi

    XXIst International Conference on Organometallic Chemistry  2004.8 

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  • レニウム・ロジウム二核カリックスアレーン錯体の合成と異性化

    小川秋水, 岩佐健太郎, 近藤綾乃, 石井洋一

    日本化学会第84春季年会  2004.3 

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  • シアナミド架橋ルテニウム三核錯体の反応性

    梶谷英伸, 岩崎政和, 石井洋一

    日本化学会第84春季年会  2004.3 

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  • ニトロシル配位子を持つビス(スルフィド)架橋6族-10族混合金属二核錯体の合成と構造

    飯塚秀隆, 荒芝和也, 松川将治, 桑田繁樹, 石井洋一

    日本化学会第84春季年会  2004.3 

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  • シクロトリホスフィマト配位子を有する新規遷移金属錯体の合成

    上村聡, 岡秀幸, 池田富美子, 野川千種, 桑田繁樹, 岩崎政和, 石井洋一

    第50回有機金属化学討論会  2003.9 

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  • シアナミド架橋ルテニウム三核錯体の合成と反応性

    梶谷英伸, 岩崎政和, 石井洋一

    第50回有機金属化学討論会  2003.9 

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  • ニトロシル配位子を持つモノ(スルフィド)架橋6族-9族混合金属二核錯体の合成と反応性

    荒芝和也, 松川将治, 桑田繁樹, 岩崎政和, 石井洋一

    第53回錯体化学討論会  2003.9 

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  • シアナミド架橋を持つチタン6核錯体の合成

    竹本康一, 桑田繁樹, 岩崎政和, 石井洋一

    第53回錯体化学討論会  2003.9 

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  • カリックスアレーン配位子を持つジオキソレニウム錯体とヒドラジン類との反応

    近藤綾乃, 岩佐健太郎, 岩崎政和, 石井洋一

    第53回錯体化学討論会  2003.9 

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  • Cyanamido-Bridged Polynuclear Iridium Complexes: Skeletal Transformations and Heterobimetallic Cluster Formation

    Y. Ishii

    The International Symposium on Dynamic Complexes  2003.8 

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  • Synthesis and Structures of Cyclophosphato Complexes of Titanium

    Y. Ishii, M. Iwasaki, S. Kamimura, S. Kuwata

    XVth FECHEM Conference on Organometallic Chemistry  2003.8 

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  • スルフィド架橋6属-9属混合金属二核錯体の合成と構造

    荒芝和也, 松川将治, 桑田繁樹, 石井洋一

    日本化学会第83春季年会  2003.3 

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  • ニトロシル配位子を持つビス(スルフィド)架橋ロジウム-タングステン混合金属二核錯体の反応性

    松川将治, 荒芝和也, 桑田繁樹, 岩崎政和, 石井洋一

    日本化学会第83春季年会  2003.3 

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  • シアナミド架橋混合金属三核錯体の合成と構造

    梶谷英伸, 田辺資明, 桑田繁樹, 石井洋一

    日本化学会第83春季年会  2003.3 

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  • ニトロシル配位子を持つモノ(スルフィド)架橋9族金属錯体の反応性

    第52回錯体化学討論会  2002.9 

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  • シクロテトラホスフェートを配位子とするチタン錯体の合成と構造

    上村聡, 岡秀幸, 松永師, 池田富美子, 桑田繁樹, 岩崎政和, 宮本健, 石井洋一

    第52回錯体化学討論会  2002.9 

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  • ニトロシル配位子を持つモノ(スルフィド)架橋ルテニウム-イリジウム二核錯体の合成と構造

    松川将治, 服部孝徳, 桑田繁樹, 干鯛眞信, 石井洋一

    第52回錯体化学討論会  2002.9 

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  • カリックス[4]アレーンのキャビティの内側での Re-Pd および Re-Rh ヘテロ二核コアの構築

    岩佐健太郎, 河内卓弥, 石井洋一

    第49回有機金属化学討論会  2002.9 

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  • シアナミド架橋イリジウム2核錯体の合成と反応性

    梶谷英伸, 田辺資明, 桑田繁樹, 石井洋一

    第49回有機金属化学討論会  2002.9 

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  • Synthesis and Skeletal Transformations of NCNH- and NCN-Bridged Tetrairidium(III) Cages

    Y. Ishii, H. Kajitani, Y. Tanabe, S. Kuwata

    35th International Conference on Coordination Chemistry  2002.7 

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  • 9族金属単核モノおよびビス(ヒドロスルフィド)錯体から誘導されるスルフィド多核錯体の構造とその反応性

    松林昭博, 桑田繁樹, 石井洋一, 干鯛眞信

    日本化学会第81春季年会  2002.3 

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  • イリジウム、ロジウムの単核NCNH錯体の合成と連結異性

    田辺資明, 梶谷英伸, 桑田繁樹, 石井洋一

    日本化学会第81春季年会  2002.3 

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  • シクロテトラホスフェートを配位子とする新規なTi錯体の合成とその構造

    上村聡, 松永師, 桑田繁樹, 岩崎政和, 石井洋一

    日本化学会第81春季年会  2002.3 

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  • ニトロシル配位子を持つ9族金属モノ(スルフィド)架橋二核錯体の合成と反応性

    服部孝徳, 松川将治, 桑田繁樹, 石井洋一, 干鯛眞信

    日本化学会第81春季年会  2002.3 

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  • カリックスアレーンキャビティの内側におけるRe-PdおよびRe-Rh異核コアの段階的構築

    岩佐健太郎, 河内卓弥, 石井洋一

    日本化学会第81春季年会  2002.3 

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  • Sm-Co 合金ナノ微粒子の合成と磁気特性の評価

    奥田隆一, 掛札洋平, 上村聡, 小野寛太, 石井洋一, 尾嶋正治

    日本化学会第81春季年会  2002.3 

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  • 遷移金属シクロホスフェート錯体の化学

    石井洋一

    Organometallic Seminar XXV  2001.11 

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  • 9族金属ヒドロスルフィド錯体を用いた硫黄架橋前周期後周期異核錯体の合成

    桑田繁樹, 長野達也, 松林昭博, 石井洋一, 干鯛眞信

    第48回有機金属化学討論会  2001.9 

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  • ルテニウム触媒を用いたプロパルギルアルコールとケントとの反応によるプロパルギル位アルキル反応

    西林仁昭, 脇地一生, 石井洋一, 植村榮, 干鯛眞信

    第48回有機金属化学討論会  2001.9 

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  • NCNH、NCN架橋4核イリジウム錯体の合成と構造

    田辺資明, 桑田繁樹, 石井洋一

    第48回有機金属化学討論会  2001.9 

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  • Calixarene配位子を含むRu2及びRuRh二核錯体の合成

    尾中賢一, 石井洋一

    第51回錯体化学討論会  2001.9 

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  • シクロテトラホスフェート配位子を有する新規貴金属錯体の合成とその構造

    上村聡, 桑田繁樹, 石井洋一

    第51回錯体化学討論会  2001.9 

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  • シクロトリホスフェート配位子を有する新規なNbおよびTa錯体の合成とその構造

    上村聡, 桑田繁樹, 石井洋一

    第51回錯体化学討論会  2001.9 

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  • モリブデン(Ⅰ)ビス(ニトリル)錯体の合成と性質

    中川登紀子, 田辺資明, 石野博重, 石井洋一, 干鯛眞信

    日本化学会第79春季年会  2001.3 

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  • タングステン(O)5配位モノアセチレン錯体の反応性

    萩野谷尚志, 石野博重, 桑田繁樹, 石井洋一, 干鯛眞信

    日本化学会第79春季年会  2001.3 

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  • 9族金属ヒドロスルフィド錯体を用いた硫黄架橋前周期-後周期異核錯体の合成

    桑田繁樹, 長野達也, 石井洋一, 干鯛眞信

    日本化学会第79春季年会  2001.3 

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  • シクロテトラホスフェートを配位子とする新規なロジウムおよびイリジウム錯体の合成と構造

    上村聡, 桑田繁樹, 石井洋一

    日本化学会第79春季年会  2001.3 

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  • ルテニウム触媒によるプロパルギルアルコールのプロパルギル位アルキル化反応

    脇地一生, 西林仁昭, 石井洋一, 上村榮, 干鯛眞信

    日本化学会第79春季年会  2001.3 

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  • Synthesis, Reactions and Catalytic Activity of Ir2M (M = Ru, Pd) Heterobimetallic Sulfido Clusters

    Y. Ishii, D. Masui, T. Kouchi, Y. Mizobe, M. Hidai

    2000 international Chemical Congress of Pacific Basin Societies  2000.12 

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  • A Ti2Ru2Pd2S4O Booksshelf-like Sulfido ClusterRsynthesized by Oxo-linkage of Two Rationally Preorganized TiRuPdS2 Heterotrimetallic Units

    S. Kuwata, S.-I. Kabashima, Y. Ishii, M. Hidai

    2000 International Chmical Congress of Pacific Basin Societies  2000.12 

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  • Agostic Interaction with Methylene C-H Group in Five-coordinete Ruthenium Complex [RuH(dppb)2]PF6

    S. Miyata, M. Saburi, H. Shibuya, Y. Ishii

    2000 International Chmical Congress of Pacific Basin Societies  2000.12 

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  • CN Triple Bond Cleavage of β-Ketonitriles on a Mo(0) Center

    Y. Ishii, Y. Tanabe, H. Seino, M. Hidai

    2000 international Chemical Congress of Pacific Basin Societies  2000.12 

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  • Unusual Attractive Interaction between the Ru Center and a P-C σ-Bond in [RuH(dpmb)2]BPh4

    M. Saburi, T. Fujii, D. Masui, Y. Ishii

    2000 International Chmical Congress of Pacific Basin Societies  2000.12 

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  • 低原子価モリブデン錯体上におけるβ-ケトニトリルのCN三重結合の開裂の反応機構

    石井洋一, 田辺資明, 清野秀岳, 干鯛眞信

    第47回有機金属化学討論会  2000.10 

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  • カリックス[4]アレーン上への2つのRh(COD)+フラグメントの選択的かつ段階的集積

    尾中賢一, 平川秀彦, 白水航平, 石井洋一, 干鯛眞信

    第47回有機金属化学討論会  2000.10 

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  • モリブデン(0)およびタングステン(0)5配位モノアセチレン錯体の酸化および酸との反応における溶媒効果

    石野博重, 桑田繁樹, 石井洋一, 干鯛眞信

    第50回錯体化学討論会  2000.9 

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  • トリメタホスフェート配位子を有する新規なPdおよびPt錯体の合成とその構造

    上村聡, 桑田繁樹, 干鯛眞信, 石井洋一

    第50回錯体化学討論会  2000.9 

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  • ヒドラジン類及びヒドロキシルアミンを配位子に持つチオラート架橋二核イリジウム錯体の合成と反応性

    松川将治, 桑田繁樹, 石井洋一, 干鯛眞信

    第50回錯体化学討論会  2000.9 

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  • ビス(ヒドロスルフィド)チタン錯体を用いたチタン(Ⅳ)-イリジウム(Ⅲ)キュバン型スルフィドクラスターの合成

    桑田繁樹, 岸村顕広, 石井洋一, 干鯛眞信

    第50回錯体化学討論会  2000.9 

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  • モリデブン窒素錯体とシアノメチルホスホン酸エステルの反応によるジ(ニトリルエノラート)錯体の生成

    田辺資明, 石井洋一, 干鯛眞信

    日本化学会第78春季年会  2000.3 

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  • Carbonylation Reactions Catalyzed by Homogeneous Pd-Co Bimetallic Systems

    Y. Ishii, M. Hidai

    10th CRC International Symposium of Catalysis Research Center  1999.12 

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  • 窒素錯体から誘導される5配位モリブデン(0)モノアセチレン錯体の構造と反応

    石野博重, 桑田繁樹, 石井洋一, 干鯛眞信

    第49回錯体化学討論会  1999.9 

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  • タングステンと5族遷移金属を含む異種金属二核架橋窒素錯体の合成

    石野博重, 石井洋一, 干鯛眞信

    日本化学会第76春季年会  1999.3 

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  • ポリスルフィド配位子を有する異種金属二核架橋窒素錯体の合成

    長野達也

    日本化学会第76春季年会  1999.3 

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  • ヒドロスルフィド架橋二核ロジウムおよびイリジウム錯体と塩化第二銅との反応によるジスルフィド・トリスルフィドクラスターの合成と構造

    河内卓彌, 田辺資明, 唐振, 石井洋一, 干鯛眞信

    日本化学会第76春季年会  1999.3 

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  • イリジウム-ルテニウム混合金属硫黄クラスターの位置選択的アルキル化反応

    河内卓彌, 石井洋一, 干鯛眞信

    第45回有機金属討論会  1998.9 

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  • タングステン-ガリウム混合金属架橋窒素錯体の合成と分子構造

    高河原薫, 石野博重, 石井洋一, 干鯛眞信

    第48回錯体化学討論会  1998.9 

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  • PtMo3S4 コアを持つ混合金属キュバン型クラスターの合成と反応性

    増井大, 石井洋一, 干鯛眞信

    第48回錯体化学討論会  1998.9 

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  • モリデブン窒素錯体とピバロイルアセトニトリルの反応による(メチレンアミド)(ニトリルエノラート)錯体の合成とその反応性

    田辺資明, 清野秀岳, 石井洋一, 干鯛眞信

    日本化学会第74春季年会  1998.3 

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  • アニオン性タングステン窒素錯体からのボリルジアゼニド錯体の合成

    石野博重, 石井洋一, 干鯛眞信

    日本化学会第74春季年会  1998.3 

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  • 硫黄架橋混合金属3核クラスター触媒を用いた内部フェニルアセチレンへのアルコールの反マルコフニコフ付加

    増井大, 石井洋一, 干鯛眞信

    日本化学会第74春季年会  1998.3 

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  • チオラート架橋ルテニウム2核錯体触媒を用いた末端アルキンの選択的二量化によるエンインの合成

    曲景平, 増井大, 石井洋一, 干鯛眞信

    日本化学会第74春季年会  1998.3 

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  • 分子状窒素からの複素環化合物の合成

    石井洋一

    日本化学会第74春季年会  1998.3 

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  • Selective Hydroformylation of Internal Acetylenes by PdCl2(PCy3)2: Remarkable Synergistic Effect of Cobalt

    Y. Ishii, K. Miyashita, K. Kamita, M. Hidai

    The Seventh International Kyoto Conference on New Aspects of Organic Chemistry  1997.11 

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  • ヒドロスルフィド架橋二核錯体を用いた多様な貴金属-スルフィドクラスターの合成

    唐振 他

    第44回有機金属化学討論会  1997.9 

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  • 低原子価モリブデン錯体上におけるβ-ケトニトリルのC≡N三重結合の開裂反応

    田辺資明, 清野秀岳, 石井洋一, 干鯛眞信

    第44回有機金属化学討論会  1997.9 

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  • Ruthenium-Pyridylamine Complexes as Functional Models of Non-Heme Iron Enzymes

    T. Kojima, T. Amano, Y. Ishii, Y. Matsuda

    The Eighth International Conference on Bioinorganic Chemistry  1997.7 

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  • Transformation of molecular Dinitrogen into Nitorogen-Heterocycles Using Molybdenum and Tungsten Complexes

    H. Seino

    The Eighth International Conference on Bioinorganic Chemistry  1997.7 

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  • インデニル基を補助配位子として持つチオラート架橋ルテニウム三核錯体の合成とその反応性

    佐藤哲

    日本化学会第72春季年会  1997.3 

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  • 架橋チオラート配位子を有するカチオン性二核ロジウムおよびイリジウムヒドリド錯体の合成とニトロソベンゼンとの反応

    岩佐貴文, 島田仁, 石井洋一, 干鯛眞信

    日本化学会第72春季年会  1997.3 

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  • Ir4M (M=Fe, Co, Ni)型コアを有するスルフィド架橋混合金属5核クラスターの合成と構造

    唐振, 石井洋一, 溝部裕司, 干鯛眞信

    日本化学会第72春季年会  1997.3 

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  • ロジウム二核錯体を用いたα,β-不飽和アルデヒド、ケトンの立体選択的1,4-ヒドロシリル化反応

    島田仁, 石井洋一, 干鯛眞信

    日本化学会第72春季年会  1997.3 

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  • 混合金属錯体触媒を用いたアルキンのヒドロホルミル化によるα,β不飽和アルデヒドの合成

    宮下賢哉, 上田健二, 石井洋一, 干鯛眞信

    日本化学会第72春季年会  1997.3 

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  • 分子状窒素からのピリジン環の直接合成

    石野博重, 徳永晋一, 清野秀岳, 石井洋一, 干鯛眞信

    第43回有機金属化学討論会  1996.10 

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  • カチオン性二核ルテニウム錯体上での末端アルキン類の水和と炭素-炭素結合の切断

    高木幸浩, 松坂裕之, 石井洋一, 干鯛眞信

    第43回有機金属化学討論会  1996.10 

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  • ヒドロスルフィド架橋ルテニウム、ロジウム、イリジウム二核錯体から誘導される混合金属スルフィドクラスターの合成およびその反応性

    桑野繁樹

    第43回有機金属化学討論会  1996.10 

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  • テトラケトンとジアミンを含む銅(Ⅱ)複核錯体の合成と性質

    酒井麻子, 長尾憲治, 石井洋一, 干鯛眞信, 福田豊

    第46回錯体化学討論会  1996.9 

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  • 架橋ヒドロスルフィド配位子を有するイリジウムおよびロジウム二核錯体の合成と反応

    唐振, 野村安雄, 石井洋一, 溝部裕司, 干鯛眞信

    第46回錯体化学討論会  1996.9 

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  • 分子状窒素からのピリジン環の直接合戦

    徳永晋一, 清野秀岳, 石井洋一, 干鯛眞信

    日本化学会第70春季年会  1996.3 

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  • 二分子のη2配置アクリロニトリルを含む複核ルテニウム錯体の合成と構造

    石井洋一, 曲景平, 西尾正幸, 干鯛眞信

    日本化学会第70春季年会  1996.3 

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  • 架橋チオラート配位子を有するカチオン性二核ルテニウム-ヒデリド錯体合成とアルキン類との反応

    西尾正幸, 石井洋一, 島田仁, 溝部裕司, 干鯛眞信

    日本化学会第70春季年会  1996.3 

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  • PdMo3S4キュバン型クラスターを触媒に用いたアルキン酸の分子内環化反応

    若林敬規

    日本化学会第70春季年会  1996.3 

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  • Novel Synthesis of Nitrogen-Heterocycles from Molecular Dinitrogen via Steowise Conversion on the Molybdenum and Tungsten Complexes

    H. Seino, Y. Ishii, M. Hidai

    1995 International Chemical Congress of Pacific Basin Societies  1995.12 

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  • Synthesis and Structure of the Dinuclear η2: η12-Butenynyl Complex That Catalyzes Di- and Trimerization of Ferrocenylacetylene at the Thiolate-Bridged Diruthenium Center

    H. Matsuzaka, Y. Takagi, Y. Ishii, M. Nishio, M. Hidai

    1995 International Chmical Congress of Pacific Basin Societies  1995.12 

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  • Hydrodesulfurization of Benzothiophene Catalyzed by Molybdenum Sulfide Cluster Encapsulated into Zeolites

    M. Taniguchi, Y. Ishii, T. Murata, M. Hidai, T. Tatsumi

    1995 International Chmical Congress of Pacific Basin Societies  1995.12 

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  • The Characterization and Reactivity of a Bis-μ-chloro Polypyridyl Ruthenium(II)Dimer

    T. Kojima, T. Amano, Y. Ishii, Y. Matsuda

    1995 International Chemical Congress of Pacific Basin Societies  1995.12 

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  • Direct Synthesis of Organo-Nitrogen Compounds via Dinitrogen Complexes

    Y. Ishii, H. Seino, M. Hidai

    The 30th International Conference on Coordination Chemistry  1994.7 

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  • Novel Transformation of Coordinated Dinitrogen Aiming at the Synthesis of Organo-Nitrogen Compounds

    Y. Ishii, H. Seino, M. Kawaguchi, Y. Ishino, M. Hidai

    Seventh IUPAC Synposium on Organometallic Chemistry Directed towards Organic Synthesis  1993.9 

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  • Novel Cyclocarbonylation of Aryl-Substituted Allyl Acetates

    Y. Ishii, H. Matsuzaka, M. Hidai

    3rd Anglo-Japanese Advanced Research Meeting on Organometallic Chemisutry  1990.4 

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  • Synthesis of Fused Aromatic Systems by a Novel Cyclocarbonylation

    M. Hidai, M. Iwasaki, H. Matsuzaka, Y. Koyasu, Y. Ishii

    The Fourth International Kyoto Conference on New Aspects of Organic Chemistry  1988.11 

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  • Application of Ruthenium Catalyzed Hydrogen Transfer Reaction to the Asymmetric Synthesis of Monosaccharides

    M. Saburi, T. Ikariya, Y. Ishii, I. Sasaki, S. Yoshikawa

    Third IUPAC Symposium on Organometallic Chemistry Directed towards Organic Synthesis  1985.7 

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  • Stereoselective Lactone Formation Using Ruthenium Catalyst

    Y. Ishii, I. Sasaki, T. Ikariya, M. Saburi, S. Yoshikawa

    The 1984 International Chemical Congress of Pacific Basin Societies  1984.12 

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  • Preparation and Properties of New Chiral Ruthnium Complexes with BINAP Ligand

    T. Ikariya, Y. Ishii, M. Saburi, S. Yoshikawa

    The 1984 International Chemical Congress of Pacific Basin Societies  1984.12 

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Awards

  • "Daiichi Pharmaceutical Co. Award in Synthetic Organic Chemistry, Japan"

    1994.12   "The Society of Synthetic Organic Chemistry, Japan"   窒素分子を窒素源として用いる窒素複素環化合物合成法の開拓

Research Projects

  • 歪のないビニル錯体からのアルキンのβ炭素脱離反応の開拓

    2021.4 - 2024.3

    日本学術振興会  科学研究費助成事業(学術研究助成基金助成金)  基盤研究(C)(一般)  Chuo University

    石井洋一

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    Grant type:Competitive

    Grant amount: \4160000 ( Direct Cost: \3200000 、 Indirect Cost: \960000 )

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  • ビニルロジウム錯体上でのアルキンの β 炭素脱離反応の開発

    2020.4 - 2021.3

    東京応化科学技術振興財団 

    石井洋一, 桑原拓也

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    Grant type:Competitive

    Direct Cost: \800000 )

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  • 二置換アルキンのビニリデン転位の一般化と利用

    2018.4 - 2021.3

    日本学術振興会  科学研究費助成事業(学術研究助成基金助成金)  基盤研究(C)(一般) 

    石井洋一

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount: \4420000 ( Direct Cost: \3400000 、 Indirect Cost: \1020000 )

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  • Properties of organometallic complexes derived from the CH bond activation of calixarenes

    2015.4 - 2018.3

    日本学術振興会  科学研究費補助金  基盤研究(C)(一般)  Chuo University

    石井洋一

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount: \5070000 ( Direct Cost: \3900000 、 Indirect Cost: \1170000 )

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  • 金属触媒を利用する安定結合の活性化と新規合成変換法の創出

    2012.10 - 2018.3

    科学技術振興機構  公的機関からの助成金(私大助成等)  先導的物質変換領域(ACT-C)  Chuo University

    檜山為次郎

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    Grant type:Competitive

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  • 多核錯体の一次元連結手法の開発と利用

    2012.4 - 2015.3

    文部科学省  科学研究費補助金(日本学術振興会・文部科学省)-基盤研究(C) 

    石井洋一

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount: \4200000

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  • Development of synthetic method for seleno and telluronitrosyl complexes

    Grant number:23550082  2011 - 2013

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C) 

    MUTOH Yuichiro, ISHII Youichi

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    Grant amount: \5200000 ( Direct Cost: \4000000 、 Indirect Cost: \1200000 )

    When a nitridorhenium complex was treated with elemental selenium, the corresponding selenonitrosyl (NSe) complex was obtained. The molecular structure was determined by a preliminary X-ray study to confirm the linear NSe ligand. Reaction of nitridomolybdenum complex bearing three dithiocarbamato ligands, in which the nitrido ligand has a nucleophilic character, with selenium led to decomposition of the dithiocarbamato ligand leading to thionitrosyl (NS) complex. Using CS2 as a solvent in the reaction afforded the NS complex and isothiocyanato complex. It should be mentioned that S and CS were generated by reductive comproportionation of CS2 in a metal complex, demonstrating a very rare example. Reaction of nitridorutneium complex having a rigid tetraanion-type ligand, in which the nitrido is electrophilic ligand, with sulfur took place smoothly to give the corresponding NS complex, providing the third example of crystallographically characterized ruthenium NS complex.

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  • シクロリン酸をプラットフォームとする多核金属錯体触媒の開発

    2008.4 - 2010.3

    文部科学省  科学研究費補助金(日本学術振興会・文部科学省) 

    石井洋一

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount: \3800000

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  • シアナミド架橋を利用したクラスターオブクラスターの合成

    2007.4 - 2009.3

    中央大学  中央大学特定課題研究費 

    石井洋一

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount: \1580000

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  • シアミナド架橋の柔構造を利用した多核錯体の合成戦略と高次構造化

    2005.4 - 2006.3

    文部科学省  科学研究費補助金(特定領域研究) 

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    Grant type:Competitive

    Grant amount: \2000000

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  • シクロリン酸の構造的特徴を活かしたかご状有機金属多核錯体の構築と無機材料への応用

    2004.4 - 2006.3

    文部科学省  科学研究費補助金(基盤研究C2) 

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    Grant type:Competitive

    Grant amount: \3700000

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  • シアミナド架橋の柔構造を利用した多核錯体の合成戦略と高次構造化

    2004.4 - 2005.3

    文部科学省  科学研究費補助金(特定領域研究2) 

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    Grant type:Competitive

    Grant amount: \2000000

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  • シアナミド架橋の柔構造を利用した多核錯体の合成戦略と高次構造化

    2003.4 - 2004.3

    文部科学省  科学研究費補助金(特定領域研究2) 

    石井洋一

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount: \2000000

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  • 無機材料科学に関連した遷移金属シクロホスフェートの開発

    2003.4 - 2004.3

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    Grant type:Competitive

    Grant amount: \990000

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  • カリックスアレーン上への位置選択的・段階的な錯体の集積と機能開発

    2001.4 - 2003.3

    文部科学省  文部科学省科学研究費(基盤研究C2) 

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    Grant type:Competitive

    Grant amount: \4100000

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  • Design of Reaction Metal Sites toward Unique Activation of Small Molecules

    Grant number:09102004  1997 - 1999

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Specially Promoted Research  The University of Tokyo

    HIDAI Masanobu, NISHIBAYASHI Yoshiaki, ISHII Youichi, MIZOBE Yasushi, SEINO Hidetake, KUWATA Shigeki

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    Grant amount: \201000000 ( Direct Cost: \201000000 )

    The present study revealed that the cationic ruthenitum dihydrogen complexes trans-[RuCl (H_2)(diphosphine)_2]^+ derived from the coordinatively unsaturated ruthenium complexes and dihydrogen react with the tungsten dinitrogen complex cis-[W (N_2)_2 (PMe_2Ph)_4] to afford ammonia under mild conditions. This is the first esample of the transformation of coordinated dinitrogen into ammonia by using dihydrogen gas. Activation of dihydrogen gas on the sulfurbridged dimolybdenum complexes [(CpMo)_2S(SR)(S_2CH_2)]^+ and subsequent reactions with the tungsten dinitrogen complex also led to the formation of ammonia.
    In connection with the structure of the active site of nitrogenase, general synthetic methods for homo-and heterometallic sulfur clusters ranging from trinuclear to pentanuclear clusters was established. A variety of homo-, heterobi-, and heterotrimetallic sulfido clusters containing group 4 -11 metals were systematically synthesized by these rational approaches. Furthermore, these polynuclear complexes were demonstrated to provide multimetallic centers effective for novel activation and transformation of reactivities of small molecules such as alkynes.alkenes. and isocyanides.

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  • メタロ芳香族化合物の新規な合成法と反応

    Grant number:09650948  1997    

    日本学術振興会  科学研究費助成事業  基盤研究(C)  東京大学

    石井 洋一

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    Grant amount: \1700000 ( Direct Cost: \1700000 )

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  • 多中心金属反応場での特異な有機合成反応の開発

    Grant number:08455422  1996 - 1997

    日本学術振興会  科学研究費助成事業  基盤研究(B)  東京大学

    干鯛 真信, 石井 洋一, 溝部 裕司

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    Grant amount: \7400000 ( Direct Cost: \7400000 )

    遷移金属クラスターは複数の金属中心を持つため、単核錯体にはない多くの特徴を持ち、それらに基づく高度な触媒活性も期待できる。本研究では高い触媒活性を示す混合金属キュバン型クラスター錯体の分子設計、合成、機能開発を目的として以下の検討を行った。
    まず、すでに合成に成功している[PdMo_3S_4Cl(tacn)_3][PF_6]_3(1,tacn=1,4,7-triazacyclononane)を触媒として用い、ω-アルキン酸の分子内環化を検討した。その結果、クラスター1はアセトニトリル中での2,2-ジメチル-5-ヘキシン酸の環化では単核錯体PdCl_2(PhCN)_2の17倍という高活性で対応するδ-ラクトンを与えた。さらに、4-ペンチン酸の環化によるγ-ラクトンの生成ではではターンオーバー数は100000に達した。これらの反応では1のキュバン骨格が保たれていることも確認された。今回見出した高度な活性は、パラジウムが4面体構造を取りつつキュバン型クラスターに取り込まれた1の特異な構造に基づくもので、極めて興味深い。また、クラスター1は水溶性でかつ水に安定であり、ω-アルキン酸の環化反応を水を溶媒として行うこともできた。金属錯体を用いた均一系触媒反応は通例有機溶媒を必要とし、この点が工業上の制約となっているが、本反応が水中でも行えることは工業化学的に意義深い。一方、チオラート架橋を有する複核ルテニウム、ロジウム錯体の触媒反応性についても検討を加え、[Cp^*RuCl(SPr^i)_2Ru(OH_2)Cp^*[OTf]が芳香族化合物のアリルハライドまたはアリルアルコールを用いたアリル化に対して高い触媒活性を持つこと、[Cp^*Rh(SPr^i)_2RhCp^*]触媒によるα,β-不飽和アルデヒド、ケトンのヒドロシリル化ではZ-シリルエノールエーテルが選択的に合成できることが判明した。これらの反応は従来の単核錯体触媒ではほとんど行えない反応であり、複核金属錯体の特異な反応サイトの特徴が現れていると言える

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  • 多核錯体に特異的なトランス付加型挿入反応の開発と利用

    Grant number:08651000  1996    

    日本学術振興会  科学研究費助成事業  基盤研究(C)  東京大学

    石井 洋一

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    Grant amount: \2100000 ( Direct Cost: \2100000 )

    隣接した複数の金属原子を含む多核錯体は、単核錯体とは異なった特異な化学変換を行える可能性を持っているが、実際に多核錯体を合理的に分子設計し、その特徴を活かした有機合成を実現した例は必ずしも多くない。本研究では、最近見出した複核ルテニウム錯体を触媒とするフェロセニルアセチレンの3量化反応ではアセチレンがトランスの立体化学でRu-C結合に挿入していると考えられる結果を得ていることから、ルテニウムをはじめとする複核ヒドリド錯体とアセチレン類の反応を詳しく検討した。
    まずルテニウムヒドリド錯体[Cp^*RuH(SPr^i)_2RuCp^*][OTf]とアセチレンジカルボン酸ジメチルの反応を検討したところ、Ru-H結合へのC≡C結合のトランス型挿入反応により反応するカチオン性ビニル錯体が収率64%で得られることを見出した。X線構造解析によれば、この錯体においてアセチレンジカルボン酸ジメチルに由来する配位子部分は、ビニル炭素-ルテニウムのσ結合の他にエステルのカルボニル酸素-ルテニウムの配位結合を持ち、架橋構造を取っている。本系でもアセチレンのRu-H結合への挿入反応がトランスの立体化学で進行したことから、トランス型の挿入反応は複核ルテニウム反応場の特徴の1つといえるものと考えている。一方、エステル基を持たない1-ヘキシン、4-メチル-1-ペンチンでは2核ルテニウム錯体上でアセチレンが2量化することによりカチオン性ブテニニル錯体が、また3-フェニル-1-プロピルでは類似のブテニニル錯体の生成後さらに環化が進行してインダン骨格を有する錯体が生成した。これとは対照的に、ロジウム、イリジウムのヒドリド錯体[Cp^*MH(SPr^i)_2MCp^*][OTf](M=Ir,Rh)はアセチレン類に対しほとんど反応性を示さなかった。

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  • Development of novel synthetic method for beta-substituted pyrroles

    Grant number:07555284  1995 - 1996

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (B)  The University of Tokyo

    HIDAI Masanobu, KOYASU Yukio, ISHII Youichi

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    Grant amount: \6200000 ( Direct Cost: \6200000 )

    beta-Substituted pyrroles are widely found in biologically active compounds such as antibiotics, but this class of compounds can hardly be obtained by the conventional electrophilic substitution reactions of pyrrole. This research project aims at developing a novel synthetic method for beta-substituted pyrroles by utilizing molecular nitrogen as the nitrogen source.
    Hydrazido (2-) complexes trans-[MX (NNH_2)(dppe)_2]^+ (M=Mo, W ; X=F,CL ; dppe=ph_2PCH_2CH_2PPh_2) and cis, mer-[WX_2 (NNH_2)(PMe_2Ph)_3](X=Cl, Br), which are readily derived from trans-[M (N_2)_2 (dppe)_2](1) and cis-[W (N_2)_2 (PMe_2Ph)_4]by protonation, condensed with 2,5-dimethoxytetrahydrofuran to afford pyrrolylimido complexes of the type trans-[MX (NNCH=CHCH=CH)(dppe)_2]^+ (2^+) and cis, mer-[WX_2 (NNCH=CHCH=CH)(PMe_2Ph)_3 (3), respectively. Their structures were characterized spectroscopically, and further confirmed by X-ray diffraction study. Electrophilic substitution reactions at the pyrrole ring in complexes 2^+ occurred selectively at the beta-position to give the corresponding beta-substituted pyrrolylimido complexes trans-[MX (NNCH=C (E) CH=CH)(dppe)_2]^+ (E=Br, CN,SO_3^-, COR), although only chlorination of 2^+ with N-chlorosuccinimide in THF took place predominantly at the alpha-position, This beta-regioselectivity is in sharp contrast to the alpha-regioselectivity of free pyrrole, and is probably caused by the steric effect of the dppe ligands. Complexes 2^+ were readily reduced under ambient conditions with LiAlH_4 to liberate pyrrole and N-aminopyrrole in high yields. Further, the tetrahydrido complexes [MHH_4 (dppe)_4], which can be converted back into the original dinitrogen complexes 1, were recovered in moderate yields after the reduction. This accomplishes the synthetic cycle for pyrrole and N-aminopyrrole starting from the dinitrogen complexes 1. beta-Heptylpyrrole was also prepared starting from 2a^+ (M=W,X=Cl) by the beta-selective heptanoylation followed by the reduction with LiAlH_4. On the other hand, reduction of 3a (X=Br) with LiAlH_4 predominantly produced pyrrole, whereas treatment of 3a with KOH/EtOH liberated N-aminopyrrole in a high yield.

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  • バイメタリック系を用いた窒素分子と芳香族炭化水素の反応

    Grant number:07855105  1995    

    日本学術振興会  科学研究費助成事業  奨励研究(A)  東京大学

    石井 洋一

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    Grant amount: \900000 ( Direct Cost: \900000 )

    筆者は最近配位窒素分子と配位ハロアレーンの反応により窒素分子をアリール化するバイメタリック系の開発に成功している。本研究ではより高度なバイメタリック反応系を新たにデザインすることにより、配位窒素分子を芳香族炭化水素によってアリール化する反応の開発を目的として、以下の検討を行った。
    まず、求核性が高いと考えられるアニオン性の窒素錯体[NBu_4][W(NCS)(N_2)(dppe)_2]を選び、求核試薬の付加を受けることが知られているベンゼン錯体[Cr(CO)_3(C_6H_6)],[RuCp(C_6H_6)][PF_6](1)との反応を試みたが、これらは反応性を示さず、また錯体1のシクロペンタジエニル配位子にさらに電子吸引性基を導入した[Ru(C_5H_2Me-PhCOOEt)(C_6H_6)][PF_6]との反応も検討したがやはりN-C結合の生成は認められなかった。
    一方、アニオン性の窒素錯体[NBu_4][W(CN)(N_2)(dppe)_2]と[RuCp(C_6H_5F)][PF_6]との反応を検討したところ、シアノ配位子のアリール化が進行して新規なμ-イソシアニド錯体[WF{CN(C_6H_5)RuCp}(dppe)_2]が得られた。この錯体のX線構造解析ではイソシアニド配位子は従来にないイミノカルビン型の構造をとっており、フェニル基がルテニウムにη^5-配位していることが判明した。同様の錯体は種々の置換フルオロアレーン配位子をもつルテニウム錯体を用いても得られた。このようなイソシアニドの新しい配位様式は、electron richなタングステン中心とelectron deficientなルテニウム中心とにμ-配位することでイソシアニド配位子が特異な活性化を受けていると見なせるものであり、極めて興味深いと考えている。

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  • 高度な触媒機能を有するキュバン型錯体の分子設計

    Grant number:07216216  1995    

    日本学術振興会  科学研究費助成事業  重点領域研究  東京大学

    干鯛 眞信, 石井 洋一

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    Grant amount: \2100000 ( Direct Cost: \2100000 )

    遷移金属クラスターは複数の金属中心を持つため、単核錯体にはない多くの特徴を持ち、それらに基づく高度な触媒活性も期待できる。本研究では高い触媒活性を示す混合金属キュバン型クラスター錯体の分子設計、合成、機能開発を目的として以下の検討を行った。
    まず、これまでに合成している8属貴金属を含む混合金属キュバン型クラスター[PdMo_3S_4Cl‐(C_6H_<15>N_3)_3][PF_6]_3(1,C_6H_<15>N_3=1,4,7‐triazacyclononane)の触媒機能開発に関しては、すでにアセチレンカルボン酸エステルへのアルコールの立体選択的付加を見出している。本研究ではアセチレンカルボン酸エステル、アミドなどへのカルボン酸類の付加を検討したところ、収率よく対応するZ‐3‐アシロキシアクリル酸エステル類を与えることを見出した。特にプロピオール酸エステルへの付加の反応は従来類似の反応で用いられている単核のパラジウム、ロジウム、ルテニウム錯体では進行せず、クラスター1に特徴的な反応である。また、ω‐アルキン酸の分子内環化にも1は高い活性を示し、アセトニトリル中での2、2‐ジメチル‐5‐ヘキシン酸の環化ではPdCl_2(PhCN)_2の17倍という高活性で対応するδ‐ラクトンを与えた。さらに、4‐ペンチン酸の環化によるγ‐ラクトンの生成ではではターンオーバー数は100000に達した。これらの反応では1のキュバン骨格が保たれていることも確認された。ここで見出された高度な活性は、パラジウムが4面体構造を取りつつキュバン型クラスターに取り込まれた1の特異な構造に基づくものであり、極めて興味深い。

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  • 均一系バイメタリック錯体触媒を用いた新規合成反応の開発

    Grant number:05855135  1993    

    日本学術振興会  科学研究費助成事業  奨励研究(A)  東京大学

    石井 洋一

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    Grant amount: \900000 ( Direct Cost: \900000 )

    2種あるいはそれ以上の金属元素を含むバイメタリック(マルチメタリック)錯体触媒系は、単一金属触媒では達成できない特異な触媒反応を達成できる可能性があるが、実際にはバイメタリック錯体触媒の検討例はこれまでごくわずかである。最近、当研究室ではPd(PPh_3)_4-Co_2(CO)_8、Pd(PPh_3)_4-Ru_3(CO)_<12>バイメタリック触媒を用いることによりヨードアレーン(ArI)、CO、ヒドロシラン(HSiR_3)からNEt_3存在下ではArCH(OSiR_3)CH(OSiR_3)Arが、一方NEt_3の存在しない場合にはArCH_2OSiR_3がそれぞれ良好な収率で得られることを見出している。本研究ではこの反応のうち特にNEt_3存在下における金属触媒種同士の相乗効果発現機構を中心に検討を加えた。まず、系内でCo_2(CO)_8、ヒドロシラン、NEt_3から生成すると考えられる[Co(CO)_4]^-とArIとの反応をPd(PPh_3)_4触媒およびPPh_3存在下に検討し、ArCOCo(CO)_3(PPh_3)が触媒的に生成することを見出した。この反応はArIのパラジウムへの酸化的付加で生成するArPdI(PPh_3)_2と[Co(CO)_4]^-とから複核錯体の形成を経て進行するものと考えられる。実際にはArPdI(PPh_3)_2と[Co(CO)_4]^-の反応では還元的脱離が速いため複核錯体は単離できなかったが、PhPt(OTf)(PPh_3)_2、PhPd(OTf)(PMe_3)_2、PhPt(OTf)(PMe_3)_2と[Co(CO)_4]^-の反応ではそれぞれArPt(CO)(PPh_3)-Co(CO)_3(PPh_3)、PhCOPd(PMe_3)_2-Co(CO)_4、PhPt(PMe_3)_2-Co(CO)_4が得られ、その構造をX線構造解析により決定した。これらの結果から、Pd-Co系触媒によるArI、CO、ヒドロシランの反応ではまずArIがパラジウムに酸化的付加し、次いでAr基またはArCO基がPd-Co複核錯体形成を経てコバルト上へ移動し、さらにヒドロシランとの反応によりArCH(OSiR_3)CH(OSiR_3)Arなどの生成物を与えたものと判明した。このようなバイメタリック触媒系での相乗効果発現の機構が明らかにされた例は少なく、今回の結果は新しい触媒設計に重要な知見となるものと考えられる。

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  • モリブデンあるいはタングステン‐ホスフィン複合系を用いた有機合成

    Grant number:03215211  1991    

    日本学術振興会  科学研究費助成事業  重点領域研究  東京大学

    干鯛 眞信, 石井 洋一

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    Grant amount: \2000000 ( Direct Cost: \2000000 )

    昨年度の研究ではジアゾアルカン錯体trans‐[MF(NN=CR-CHR^1R^2)(dpe)_2][BF_4)(M=W,Mo)1の脱プロトン化で生成するアルケニルジアゼニド錯体trans‐[MF(N=NCR=CR^1R^2)-(dpe)_2](M=W,Mo)2が強い求核性を示す興味深い化合物であることを明らかにした。本年度は、まず2の酸化挙動について検討したところ、新規な酸化的二量化反応が進行することを見いだした。1をベンゼン中LDAで処理して生成させた2の溶液に過剰のI_2あるいはCuC1_2を加えて室温で攪拌して反応を行い、KIaqまたはNH_4BF_4aqで洗浄後再結晶したところ、 ^1H NMR、IR、元素分析から2がC=Cの末端で酸化的二量化したと考えられる錯体[(dpe)_2FM(NN=CRCR^1R^2-CR^1R^2CR=NN)MF(dpe)_2]^<2+>3が収率22〜60%で得られた。R=R^1=H,R^2=Meの場合には生成物3a(M=W),3b=(M=Mo)のジアステレオマ-比はthreo:erythro=2.1:1〜3:1であった。3aをCH_2C1_2-C_6H_6から再結晶して得られる単結晶(3a[BF_4]_2・6C_6H_6)についてはX線構造解析を行った。結晶学的デ-タは次の通り;monoclinic,C2/C,a=32.899(3)A,b=13.091(1)A,c=32.866(4)A,β=109.782(7),V=13320(2),A=4,Dcalcd=1.386g/cm^3,Dmeasd=1.39g/cm^3,R=0.069,Rw=0.078。これにより主生成物の錯体がC_2軸を持つ構造(threo体)で、ジアゾアルカン配位子のαー炭素同士で結合していることが確認された。一方、単離可能なアルケニルジアゼニド錯体2c(M=W,R=H,R^1=R^2=Me)、2d(M=W,R=H,R^1=R^2=Rh)のCVを測定したところ、それぞれ0.32V、0.36V(vs Ag/Ag^+)に酸化波を示し、溶易に一電子酸化を受けることが判明した。このことから上の酸化的二量化反応はまず2が一電子酸化を受けて生成したラジカルカチオンが二量化して進行したものと考えられる。
    また、2のアリ-ル化法として2e(M=W,R=Me,R^1=R^2=H)と(p‐FC_6H_4R')Cr(CO)_3の反応を検討した結果、収率56%(R'=H)〜54%(R'=Me)でtrans‐[WF[NN=CMeCH_2{(p‐C_6H_4R')Cr(CO)_3}]‐(dpe)_2][BF_4]が得られることも見いだした。アルケニルジアゼニド錯体の新規な生成法開発についても検討を加え、α,β‐不飽和ジアゾアルカン錯体とクプラ-トの共役付加反応でも対応するアルケニルジアゼニド錯体が生成し、さらにアルキル化反応などに供する事ができることを見いだした。

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  • 遷移金属錯体を用いたケテンの発生とその有機合成への応用

    Grant number:02855209  1990    

    日本学術振興会  科学研究費助成事業  奨励研究(A)  東京大学

    石井 洋一

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    Grant amount: \900000 ( Direct Cost: \900000 )

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  • モリブデンあるいはタングステンーホスフィン複合系を用いた有機合成

    Grant number:02231208  1990    

    日本学術振興会  科学研究費助成事業  重点領域研究  東京大学

    干鯛 眞信, 石井 洋一, 溝部 裕司

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    Grant amount: \2000000 ( Direct Cost: \2000000 )

    ジアゾアルカン錯体はその特異な構造から合成化学的に興味ある反応性が期待できる。本研究では主としてジアゾアルカン錯体からアルケニルジアゼニド錯体の生成とその反応を検討した。ジアゾアルカン錯体[WF(NN=CMe_2)(dpe)_2][BF_4]をベンゼンに懸濁し、LDA等の強塩基で処理すると速やかに赤色溶液となる。 ^1H NMRから2つのMe基のうちNの孤立電子対に対してcisのMe基から選択的に脱プロトン化が起こり、アルケニルジアゼニド錯体[WF(NNCMe=CH_2)(dpe)_2](1)が生成したことが判明した。1は通常のジアゼニド錯体よりも低波数にν(N=N)を示すことからC=C結合末端に負電荷のある共鳴構造の寄与が大きいと考えられる。類似のアルケニルジアゼニド錯体[WF(NNCH=CMe_2)(dpe)_2]についてX線結晶解析を行ったところ、アルケニルジアゼニド配位子は共役系の平面構造をとり、C=C結合が1.40(4)Aと長く、NーC結合が1.24(3)Aと短いことがわかった。また、ジアゾアルカン錯体[WF(NN=CHEt)(dpe)_2][BF_4]の脱プロトン化では立体選択的にZ体が生成することも見いだした。アルケニアルジアゼニド錯体は上記の構造から末端炭素に求核性が期待できる。実際、1とアルキルハライドの反応ではCーアルキル化されたジアゾアルカン錯体が高収率で得られた。また1をMeI、ついでEtIでアルキル化すると選択的α,αージアルキル化が可能である。生成したジアゾアルカン錯体は塩基加水分解によりカルボニル化合物を〜40%で与えたことから、本反応はカルボニル化合物の化学変換法としても興味深い。さらにイソシアナ-トなどとの反応により、モノ、あるいはジーCーアシル化を行うこともでき、ジアシル化体はX線解析で構造決定した。この他、窒素錯体を用いた触媒的シリルアミン合成に関連して、新たに配位窒素の(ClMe_2SiCH_2)_2/NaIによるジシリル化、シリルコバルト錯体によるシリル化、Me_3GeCl/NaIによるゲルミル化反応を見いだし、生成物の構造解析を行った。

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  • Novel Synthetic Method of 2, 6-Naphthalenedicarboxylic Acid

    Grant number:01850187  1989 - 1990

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Developmental Scientific Research (B).  The University of Tokyo

    HIDAI Masanobu, IKARIYA Takao, ISHII Youichi

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    Grant amount: \6600000 ( Direct Cost: \6600000 )

    With the aim of developing of a novel route to 2, 6-naphthalenedicarboxlic acid 1, the palladium catalyzed cyclocarbonylation was extensively studied. The major results are as follows :
    1. Cyclocarbonylation of 2-methyl-3-(p-tolyl)allyl acetate in the presence of NEt_3, Ac_2O, and a catalytic amount of PdCl_2(PPh_3)_2 gave 1-acetoxy-3, 7-dimethylnaphthalene in a good yield, which was converted to the corresponding benzenesulfonate. Hydrogenolysis of the benzenesulfonate catalyzed by Pd(OAc)_2-dppb afforded 2,6-dimethylnaphthalene, whose oxidation to 1 is well-known. Therefore these reactions accomplish a novel route to 1. Synthesis of 5-acetoxy-1-naphthoic acid via the cyclocarbonytlation and physical properties of its copolymer with 4-acetoxybenzoic acid were also investigated.
    2. Acetoxybenzofurans, acetoxybenzothiophenes, acetoxyindoles, and acetoxycarbazoles were obtained in high yields by the cyclocarbonylation of 3-furyl, 3-thienyl, 3-pyrrolyl, and 3-indolylallyl acetates, respectively. The synthetic utility of the reaction was demonstrated by the synthesis of cannabifuran from isothymol.
    3. Cyclocarbonylation of 3,3-diarylallyl acetates afforded p-aryl-substituted fused phenyl acetates where the cyclization occurred selectively on the more electron rich ring. This result suggests that the reaction involves the intramolecular electrophilic attack of the acyl group coordinated by palladium on the aromatic ring.
    4. Cyclocarbonylation of 2, 4-pentadienyl acetates was revealed to give phenyl acetates in good yields. This reaction provides a versatile and general synthetic route to substituted phenyl esters including 3, 5- or 2, 3- disubstituted ones, which are hardly obtainable by conventional electrophilic subs titution reactions of phenol.

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  • 遷移金属アシル錯体と芳香族化合物の反応およびそれを用いた触媒反応の開発

    Grant number:63750825  1988    

    日本学術振興会  科学研究費助成事業  奨励研究(A)  東京大学

    石井 洋一

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    Grant amount: \900000 ( Direct Cost: \900000 )

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  • 遷移金属錯体を用いたC-H結合の活性化と反応

    Grant number:63607507  1988    

    日本学術振興会  科学研究費助成事業  重点領域研究  東京大学

    千鯛 眞信, 石井 洋一, 溝部 裕司

      More details

    Grant amount: \2300000 ( Direct Cost: \2300000 )

    当研究室で前年度に見い出したシンナミル化合物のシクロカルボニル化反応は、ベンゼン環のC-H結合の切断とC-C結合の形成を含む新規触媒反応である。本年度は芳香族C-H結合の活性化に関連して、まずシクロカルボニル化反応による縮合複素環合成を検討した。すなわち、3位にフラン、チオフェン、またピロール環を置換基に持つアリル化合物をPd触媒、無水酢酸、およびトリエチルアミン存在下カルボニル化したところ、それぞれからアセトキシ置換ベンゾフラン、ブンゾチオフェン、インドールが収率良く(50-90%)得られることを見い出した。同様にしてジベンゾフラン、カルバゾール骨格も合成できる。3-フリル、3-チエニル基を持つ基質では2位への環化が選択的に進行する。このことから、本反応は酸素官能基を持つ各種縮合複素環の選択的合成にきわめて有効な手段となることが判明し、今後天然物等の合成への応用が期待できる。また、シクロカルボニル化に対する複素環とベンゼン環の反応性を反応温度を変えて比較したところ、反応性の高さはフラン>ベンゼン>ピリジン環の順であることがわかった。以上の結果からシクロカルボニル化反応は、アシル錯体上で芳香環をアシル基が求電子的に攻撃して進行している可能性が考えられる。
    次に配位不飽和錯体の合成と反応に関して、MoおよびWの5配位錯体の検討を行った。まずWの5配位錯体W(CO)(dpe)_21__〜を初めて合成し、この錯体がH_2との反応でジヒドリド錯体を与えることを見い出した。これは分子状水素の錯体を与えるMo(CO)(dpe)_22__〜と対照的である。また、dpeフェニル基のオルト水素が2__〜ではMoとアゴステイック相互作用を持つこと。一方1__〜ではWとアゴスティック相互作用、オルトメタル化のそれぞれの状態に対応する化学種が溶液中で存在することをNMRにより観測した。この結果はWの強い逆供与によるものと考えられる。

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  • 遷移金属錯体を用いたC-H結合の活性化と反応

    Grant number:62607505  1987    

    日本学術振興会  科学研究費助成事業  重点領域研究  東京大学

    干鯛 眞信, 石井 洋一, 溝部 裕司

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    Grant amount: \1500000 ( Direct Cost: \1500000 )

    まず芳香族C-H結合活性化を経由する多環芳香族の触媒的合成に関し, シンナミル化合物の遷移金属錯体触媒によるカルボニル化を検討した. その結果, 無水酢酸およびトリエチルアミン存在下にパラジウムまたは白金のモノホスフィン錯体を触媒として反応を行うと, 酢酸または臭化シンナミルからシクロカルボニル化により芳香環のC-H結合の切断とC-C結合形成が起こり, 酢酸ナフチルが〜80%で得られることを見出した. 芳香環またはアリル鎖B位に置換基を持つ基質も高収率で対応する環化体を与えたが, 芳香環上の置換基による基質の反応性への影響はほとんど見られない. また, この反応を利用して合成ビタミンK剤として有用なメナジオンなどが合成できることを示し