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Regioselective activation of C-H bond using newly-designed metal complexes

Research Project

Project/Area Number 26620077
Research Category

Grant-in-Aid for Challenging Exploratory Research

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

Principal Investigator

KUSAMA Hiroyuki  学習院大学, 理学部, 教授 (30242100)

Project Period (FY) 2014-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2015: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2014: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
KeywordsC-H結合 / カルベン / 炭素ー水素結合活性化 / 位置選択的 / C-H活性化 / 金属触媒
Outline of Final Research Achievements

In this research, two types of C-H bond functionalization methodologies were explored.
The first one was the exploration of a new catalyst bearing a substrate capturing site for regioselective C-H bond activation. And it was found that newly-designed iridium-phenanthroline complex promoted meta-selective C-H borylation of mono-substituted benzenes, albeit chemical yields were not satisfactory.
The second approach was the utilization of photochemical isomerization of acylsilanes to siloxycarbenes for C-H insertion reaction and stereoselective cyclization of ortho-substituted benzoylsilanes was realized under photoirradiation conditions.

Report

(3 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • Research Products

    (2 results)

All 2015

All Presentation (2 results) (of which Int'l Joint Research: 1 results,  Invited: 1 results)

  • [Presentation] Intramolecular formal C-H insertion reaction of photochemically-generated siloxycarbenes leading to benzofused heterocycles2015

    • Author(s)
      Nakada, Takuma, Ishii, Shuichi, Ishida, Kento, Iwasawa, Nobuharu, Kusama, Hiroyuki
    • Organizer
      The International Chemical Congress of Pacific Basin Societies 2015
    • Place of Presentation
      Honolulu, Hawaii, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] アシルシランからのカルベン生成を活用する新規分子変換手法2015

    • Author(s)
      草間博之
    • Organizer
      第69回有機合成化学協会関東支部シンポジウム
    • Place of Presentation
      横浜
    • Year and Date
      2015-05-16
    • Related Report
      2015 Annual Research Report
    • Invited

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Published: 2014-04-04   Modified: 2017-05-10  

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