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Syntheses of Novel Transition Metal-Carbene Complexes Effective for C-H Bond Activation of Alkanes and Development of New Synthetic Reactions

Research Project

Project/Area Number 24750086
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Synthetic chemistry
Research InstitutionKyoto University

Principal Investigator

YADA Akira  京都大学, 工学(系)研究科(研究院), 助教 (70619965)

Project Period (FY) 2012-04-01 – 2014-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2013: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Fiscal Year 2012: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Keywords有機金属化学 / 炭素―水素結合 / 不活性結合活性化 / 炭素ー水素結合 / 炭素-水素結合
Research Abstract

New rhodium complexes that are ligated by N-heteroaromatic carbenes were synthesized, and, under photo irradiation condition, their catalytic activities toward carbon-hydrogen bond activations of arenes and alkanes were investigated. However, the rhodium complexes were less reactive for the reactions. When the carbonylation reaction was carried out in the presence of carbonyl compounds, the acceleration effect was observed. During the course of the research directed toward the syntheses of more active transition metal complexes, palladium-catalyzed dehydrogenative coupling reaction of terminal alkynes with alkenes, and rhodium-catalyzed enantioselective synthesis of cyclopentanols from cyclobutanols were achieved.

Report

(3 results)
  • 2013 Annual Research Report   Final Research Report ( PDF )
  • 2012 Research-status Report
  • Research Products

    (7 results)

All 2014 2013 Other

All Journal Article (1 results) (of which Peer Reviewed: 1 results,  Acknowledgement Compliant: 1 results) Presentation (5 results) Remarks (1 results)

  • [Journal Article] Enantioselective Insertion of a Carbenoid Carbon into a C-C Bond to Expand Cyclobutanols to Cyclopentanols2014

    • Author(s)
      Akira Yada, Shoichiro Fujita, and Masahiro Murakami
    • Journal Title

      Journal of the American Chemical Society

      Volume: 136 Issue: 20 Pages: 7217-7220

    • DOI

      10.1021/ja502229c

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] パラジウム触媒を用いた末端アルキンとアルケンの脱水素型カップリング反応2014

    • Author(s)
      矢田陽, 西祥基, 村上正浩
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学東山キャンパス
    • Year and Date
      2014-03-30
    • Related Report
      2013 Annual Research Report 2013 Final Research Report
  • [Presentation] シクロブタノールへのカルベン挿入によるシクロペンタノールの立体選択的合成2013

    • Author(s)
      矢田陽, 藤田翔一郎, 村上正浩
    • Organizer
      第60回有機金属化学討論会
    • Place of Presentation
      学習院大学
    • Year and Date
      2013-09-12
    • Related Report
      2013 Final Research Report
  • [Presentation] シクロブタノールへのカルベン挿入によるシクロペンタノールの立体選択的合成2013

    • Author(s)
      藤田翔一郎, 矢田陽, 村上正浩
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス
    • Year and Date
      2013-03-25
    • Related Report
      2013 Final Research Report
  • [Presentation] シクロブタノールへのカルベン挿入によるシク ロペンタノールの立体選択的合成2013

    • Author(s)
      矢田陽、藤田翔一郎、村上正浩
    • Organizer
      第60回有機金属化学討論会
    • Place of Presentation
      学習院大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] シクロブタノールへのカルベン挿入によるシクロペンタノールの立体選択的合成2013

    • Author(s)
      藤田 翔一郎
    • Organizer
      日本化学会第93春季年会(2013)
    • Place of Presentation
      立命館大学 滋賀県
    • Related Report
      2012 Research-status Report
  • [Remarks]

    • URL

      http://www.sbchem.kyoto-u.ac.jp/murakami-lab/

    • Related Report
      2013 Final Research Report

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Published: 2013-05-31   Modified: 2019-07-29  

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