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2003 Fiscal Year Final Research Report Summary

Synthesis and Reactivity of C-and N-Bound Transitionmetal α-Cyanocarbanions

Research Project

Project/Area Number 13450371
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionOsaka University

Principal Investigator

NAOTA Takeshi  Osaka University, Department of Chemistry Graduate School of Engineering Science, Professor, 大学院・基礎工学研究科, 教授 (20164113)

Project Period (FY) 2001 – 2003
Keywordscyanocarbanion / ruthenium / Michael reaction / Aldol reaction
Research Abstract

A novel N-bound Cp ruthenium carbanion complex was synthesized to apply for the C-C bond formation reactions such as Aldol and Michael reactions. The complex can be reacted with various olefins bearing electron-withdrawing substituents to give the corresponding N-bound ruthenium complex, of which ligand was converted to Michael type adducts. Furthermore, N-bound hydrido ruthenium carbanion complex with α-alkoxycarbonyl group, as well as the complex mentioned above, was found to react with an electron deficient olefin without loss of metal-hydrido. The result suggests that catalytic Michael addition of metal-hydrido, which is generated by C-H activation of substrates, proceeds with ionic mechanism rather than hydrometalation.

  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] Naota Takeshi, Tannna Akio, Murahashi Shun-Ichi: "Carbon-Carbon Bond Forming Reactions of N-Bound Transition Metal α-Cyanocarbanions : a Mechanistic Probe for Catalytic Michael Reactions of Nitriles"Chem.Commun.. 63-64 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Murahashi Shun-Ichi, Takaya Hikaru, Naota Takeshi: "Ruthenium Catalysis in Organic Synthesis"Pure Appl.Chem.. 74. 19-24 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Naota Takeshi, Tannna Akio, Kamuro Shigeaki, Murahashi Shun-Ichi: "Mechanism of the Interconversions between C- and N-Bound Transition Metal α-Cyanocarbanions"J.Am.Chem.Soc.. 124. 6842-6843 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 直田 健, 小宮成義: "有機合成のための触媒反応103"東京化学同人. 22-25 (2004)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 直田 健, 小宮成義: "実験化学講座 第5版17巻"丸善(印刷中). (2004)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Naota Takeshi, Tannna Akio, Murahashi Shun-Ichi: "Carbon-Carbon Bond Forming Reactions of N-Bound Transition Metal α-Cyanocarbanions : a Mechanistic Probe for Catalytic Michael Reactions of Nitriles"Chem.Commun.. 63-64 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Murahashi Shun-Ichi, Takaya Hikaru, Naota Takeshi: "Ruthenium Catalysis in Organic Synthesis"Pure Appl.Chem.. 74. 19-24 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Naota Takeshi, Tannna Akio, Kamuro Shigeaki, Murahashi Shun-Ichi: "Mechanism of the Interconversions between C-and N-Bound Transition Metal α-Cyanocarbanions"J.Am Chem.Soc.. 124. 6842-6843 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Naota, Takeshi, Komiya Naruyoshi: "Catalytic Reactions for Organic Synthesis 103 (in Japanese)"Tokyo Kagaku Dojin. 22-25 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Naota Takeshi, Komiya Naruyoshi: "Jikken Kagaku Koza, 5th ed, vol 17 (in Japanese)"Maruzen (in press).

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2005-04-19  

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