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Developments of environmentally-benign C-C bond formation reactions via C-O bond cleavage

Research Project

Project/Area Number 24790035
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Chemical pharmacy
Research InstitutionInstitute of Physical and Chemical Research

Principal Investigator

WANG Chao  独立行政法人理化学研究所, 環境資源科学研究センター, 特別研究員 (90610436)

Project Period (FY) 2012-04-01 – 2014-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2013: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2012: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
Keywords環境調和型反応 / クロスカップリング反応 / 炭素―酸素結合切断 / 有機亜鉛試薬 / 有機アルミニウム試薬 / 反応機構理論解析 / 遷移金属フリー反応 / 遷移金属触媒フリー反応 / 環境調和型な合成方法 / 亜鉛試薬 / アート錯体 / 医薬品及び誘導体の合成
Research Abstract

(1) The first cross-coupling between organozincate and aryl ether via cleaving etheric C-O bond was achieved. Some of the results were publised in Chem. Eur. J. and was highlighted in SYNFACTAS as "SYNFACTS of the month". (2) The first transition-metal-ctalyst-free cross-coupling between organozinc reagent and oeganic halide was accomplished. Some of the results were publised in Eur. J. Org. Chem. (3) Mechanistic investigations for several important organic reactions were successfully performed by using computational and theoretical methods. Some of the results were publised in Eur. J. Org. Chem., J. Am. Chem. Soc., etc.

Report

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

    (11 results)

All 2014 2013 2012 Other

All Journal Article (5 results) (of which Peer Reviewed: 5 results) Presentation (6 results)

  • [Journal Article] New Formulas for Zincate Chemistry: Synergistic Effect and Synthetic Applications of Hetero-bimetal Ate Complexes.2014

    • Author(s)
      Masanobu Uchiyama,* Chao Wang
    • Journal Title

      Top. Organomet. Chem.

      Volume: in press Pages: 159-202

    • DOI

      10.1007/3418_2013_72

    • ISBN
      9783319084275, 9783319084282
    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Direct C–C Bond Construction from Arylzinc Reagents and Aryl Halides without External Catalysts2013

    • Author(s)
      Hiroki Minami, Xuan Wang, Chao Wang and Masanobu Uchiyama
    • Journal Title

      Eur. J. Org. Chem.

      Volume: 2013 Issue: 35 Pages: 7891-7894

    • DOI

      10.1002/ejoc.201301404

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Mechanistic Origin of Chemo- and Regioselectivity of Nickel-Catalyzed [3 + 2 + 2] Cyclization Reaction2013

    • Author(s)
      Shinsuke Komagawa, Chao Wang, Keiji Morokuma, Shinichi Saito, and Masanobu Uchiyama
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 135 Issue: 39 Pages: 14508-14511

    • DOI

      10.1021/ja4068468

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Mechanistic understanding of alkyne haloboration : an Ab initio study2012

    • Author(s)
      Chao Wang, Masanobu Uchiyama.
    • Journal Title

      Eur.J. Org. Chem.

      Volume: 2012 Issue: 33 Pages: 6548-6554

    • DOI

      10.1002/ejoc.201200975

    • Related Report
      2013 Final Research Report 2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Aryl ether as Negishi coupling partner : an approach for constructing C-C Bond under mild conditions2012

    • Author(s)
      Chao Wang, Takashi Ozaki, Ryo Takita, Masanobu Uchiyama.
    • Journal Title

      Chem. Eur. J.

      Volume: Vol. 18 Issue: 12 Pages: 3482-3485

    • DOI

      10.1002/chem.201103784

    • Related Report
      2013 Final Research Report 2012 Research-status Report
    • Peer Reviewed
  • [Presentation] 遷移金属触媒を添加しない根岸クロスカップリング反応の研究2014

    • Author(s)
      南宏樹、王超、内山真伸
    • 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ES総合館
    • Year and Date
      2014-03-29
    • Related Report
      2013 Final Research Report
  • [Presentation] 亜鉛試図3薬を用いるクロスカップリング反応の新展開2013

    • Author(s)
      王超、南宏樹、内山真伸
    • Organizer
      第39回反応と合成の進歩シンポジウム
    • Place of Presentation
      九州大学医学部百年講堂
    • Year and Date
      2013-11-06
    • Related Report
      2013 Final Research Report
  • [Presentation] 遷移金属触媒を用いない根岸クロスカップリング反応の研究開発2013

    • Author(s)
      南宏樹、王超、内山真伸
    • Organizer
      第3回CSJ化学フェスタ2013(日本化学会秋季事業)
    • Place of Presentation
      タワーホール船堀(東京)
    • Year and Date
      2013-10-21
    • Related Report
      2013 Final Research Report
  • [Presentation] 遷移金属触媒を用いない根岸クロスカップリング反応の研究開発

    • Author(s)
      南 宏樹、王 超、内山 真伸
    • Organizer
      第3回CSJ化学フェスタ2013(日本化学会秋季事業)
    • Place of Presentation
      タワーホール船堀(東京)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 亜鉛試薬を用いるクロスカップリング反応の新展開

    • Author(s)
      王 超、南 宏樹、内山 真伸
    • Organizer
      第39回反応と合成の進歩シンポジウム
    • Place of Presentation
      九州大学医学部百年講堂
    • Related Report
      2013 Annual Research Report
  • [Presentation] 遷移金属触媒を添加しない根岸クロスカップリング反応の研究

    • Author(s)
      南 宏樹、王 超、内山 真伸
    • Organizer
      日本化学会第94春季年会(2014)
    • Place of Presentation
      名古屋大学東山キャンパス ES総合館
    • Related Report
      2013 Annual Research Report

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

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