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2013 Fiscal Year Final Research Report

Studies on the Regioselective Carbon-Carbon Formation Reactions via the Vinylidenemetal Comlexes as a Key Intermediate

Research Project

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Project/Area Number 22550100
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

FUKUMOTO Yoshiya  大阪大学, 工学(系)研究科(研究院), 准教授 (50273595)

Project Period (FY) 2010-04-01 – 2013-03-31
Keywordsビニリデン金属錯体 / 炭素-炭素結合生成 / レニウム / 末端アルキン / イミン / アリルアミン
Research Abstract

I have studied the new carbon-carbon bond reactions via the formation of the vinylidenemetal complex as a key intermediate. For example, I found the reaction of terminal alkynes with imines in the presence of rhenium complex as a catalyst leading to the formation of allylamines. Mechanistic studies for the present reaction were consistent with the proposed reaction mechanism involving the vinylidenerhenium intermediate.

  • Research Products

    (14 results)

All 2014 2013 2012 2011

All Journal Article (9 results) (of which Peer Reviewed: 9 results) Presentation (5 results)

  • [Journal Article] Rhenium(I)-Catalyzed Reaction of Terminal Alkynes with Imines Leading to Allylamine Derivatives2014

    • Author(s)
      福本能也、大條正人、茶谷直人
    • Journal Title

      Pure and Applied Chemistry

      Volume: 86巻 Pages: 283-289

    • DOI

      10.1515/pac-2014-5003

    • Peer Reviewed
  • [Journal Article] Rhodium-Catalyzed Anti- Markovnikov Hydrohydrazination of Terminal Alkynes with N-Alkyl- and N, N-Dialkylhydrazines2013

    • Author(s)
      福本能也、大前彰宏、平野雅也、茶谷直人
    • Journal Title

      Asian Journal of Organic Chemistry

      Volume: 2巻 Pages: 1036-1039

    • DOI

      10.1002/ajoc.201300188

    • Peer Reviewed
  • [Journal Article] Ruthenium-Catalyzed Cyclo- carbonylation of Aliphatic Amides through the Regioselective Activation of Unactivated C(sp^3)-H Bonds2013

    • Author(s)
      長谷川奈央、柴田要、Charra Valentine、井上聡、福本能也、茶谷直人
    • Journal Title

      Tetrahedron

      Volume: 69巻 Pages: 4466-4472

    • DOI

      10.1016/j.tet.2013.02.006

    • Peer Reviewed
  • [Journal Article] Skeletal Reorganization of Enynes Catalyzed by a Ru(II)-Ru(III) Mixed-Valence Complex under an Atmosphere of O2 or CO、Chemistry Letters2013

    • Author(s)
      中江隆博、安永智彦、神谷元暢、福本能也、茶谷直人
    • Journal Title

      Chemistry Letters

      Volume: 42巻 Pages: 1565-1567

    • DOI

      10.1246/cl.130785

    • Peer Reviewed
  • [Journal Article] Rhenium-Catalyzed Regio- and Stereo- selective Addition of Imines to Terminal Alkynes Leading to N-Alkylidene- allylamines2013

    • Author(s)
      福本能也、大條正人、茶谷直人
    • Journal Title

      Journal of the American Chemical Society

      Volume: 134巻 Pages: 8762-8765

    • DOI

      10.1021/ja3022818

    • Peer Reviewed
  • [Journal Article] Ruthenium-Catalyzed Carbonylation of ortho C-H Bonds in Arylacetamides : C-H Bond Activation Utilizing a Bidentate-Chelation System2012

    • Author(s)
      柴田要、長谷川奈央、福本能也、茶谷直人
    • Journal Title

      ChemCatChem

      Volume: 4巻 Pages: 1733-1736

    • DOI

      10.1002/cctc.201200352

    • Peer Reviewed
  • [Journal Article] Highly Regioselective Carbonylation of Unactivated C(sp^3)-H Bonds by Ruthenium Carbonyl2011

    • Author(s)
      長谷川奈央、Charra Valentine、井上聡、福本能也、茶谷直人
    • Journal Title

      Journal of the American Chemical Society

      Volume: 133巻 Pages: 8070-8073

    • DOI

      10.1021/ja2001709

    • Peer Reviewed
  • [Journal Article] Nickel-catalyzed Chelation-Assisted Transformations Involving Ortho C-H Bond Activation : Regioselective Oxidative Cycloaddition of Aromatic Amides to Alkynes2011

    • Author(s)
      塩田博崇、阿野勇介、相原佳典、福本能也、茶谷直人
    • Journal Title

      Journal of the American Chemical Society

      Volume: 133巻 Pages: 14952-14955

    • DOI

      10.1021/ja206850s

    • Peer Reviewed
  • [Journal Article] Switch in Stereoselectivity Caused by the Isocyanide Structure in the Rhodium-Catalyzed Silylimination of Alkynes2011

    • Author(s)
      福本能也、萩原基之、木梨冬子、茶谷直人
    • Journal Title

      Journal of the American Chemical Society

      Volume: 133巻 Pages: 10014-10017

    • DOI

      10.1021/ja202881y

    • Peer Reviewed
  • [Presentation] ビニリデン金属錯体を鍵中間体とする新規触媒反応2014

    • Author(s)
      福本能也
    • Organizer
      愛媛大学用化学科セミナー第198回シンポジウム
    • Place of Presentation
      愛媛大学南加記念ホール
    • Year and Date
      2014-01-24
  • [Presentation] Rhenium(I)-Catalyzed Reaction of Terminal Alkynes with Imines Leading to Allylamine Derivatives2013

    • Author(s)
      福本能也
    • Organizer
      17th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis
    • Place of Presentation
      Lincoln Center、Fort Collins、Colorado、USA
    • Year and Date
      2013-07-29
  • [Presentation] Rhenium(I)-Catalyzed Reaction of Terminal Alkynes with Imines Leading to Allylamine Derivatives2012

    • Author(s)
      福本能也
    • Organizer
      the 7th International Conference on Cutting–Edge Organic Chemistry in Asia
    • Place of Presentation
      Nanyang Technological University、Singapore
    • Year and Date
      2012-12-13
  • [Presentation] レニウム触媒による、末端アルキンとイミンからのアリルアミン生成反応2012

    • Author(s)
      福本能也
    • Organizer
      第59回有機金属化学討論会
    • Place of Presentation
      大阪大学コンベンションセンター
    • Year and Date
      2012-09-15
  • [Presentation] Catalytic C-C Bond Formations via Vinylidene Metal Complexes2012

    • Author(s)
      福本能也
    • Organizer
      Biology and Chemistry for Green Growth
    • Place of Presentation
      千里ライフサイエンスセンター
    • Year and Date
      2012-03-13

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Published: 2015-07-16  

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