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Synthesis of vinylketene-iron complexes from diene-iron complexes and their reactions

Research Project

Project/Area Number 25410047
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Organic chemistry
Research InstitutionKyushu Institute of Technology

Principal Investigator

Okauchi Tatsuo  九州工業大学, 大学院工学研究院, 准教授 (60274552)

Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords有機鉄錯体 / 有機金属化合物 / ジエン鉄錯体 / ビニルケテン鉄錯体 / ビニルケテン-鉄錯体 / ビニルケテンイミン-鉄錯体 / 有機鉄化合物 / ジエン-鉄錯体 / アルケン / ピロール / ビニルケテン-鉄錯体 / アルキン / フェノール / ルイス酸 / 一酸化炭素 / ジエン-鉄錯体
Outline of Final Research Achievements

Diene-iron complexes have been mainly exploited as a protecting group. While the reaction at a carbon adjacent to the diene of the complexes has been the subject of many reports, much less is known reganding the reaction at the diene.
In this study, a novel and unprecedented formation of (vinylketene)iron complexes from (diene)iron complexes has been developed. Treatment of (diene)iron complexes with a Lewis acid such as gallium chloride or aluminum chloride in the presence of aromatic compounds under a CO atmosphere affords (vinylketene)iron complexes via electrophilic aromatic substitution.
These (vinylketene)iron complexes were easily converted to poly-substituted phenols after the treatment with alkyl-substituted alkynes.

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (4 results)

All 2016 2015 Other

All Journal Article (1 results) (of which Peer Reviewed: 1 results,  Acknowledgement Compliant: 1 results) Presentation (3 results)

  • [Journal Article] Unprecedented formation of η4-(vinylketene)iron complexes from η4-(diene)iron complexes and aromatic compounds in the presence of a Lewis acid2015

    • Author(s)
      Tatsuo Okauchi, Naoki Sata, Akihiro Urakawa and Mitsuru Kitamura
    • Journal Title

      Chemical Communications

      Volume: 51 Issue: 40 Pages: 8454-8456

    • DOI

      10.1039/c5cc00870k

    • NAID

      120006028122

    • Related Report
      2015 Annual Research Report 2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] 1位置換ジエン-鉄錯体を用いた新規合成反応の開発2016

    • Author(s)
      板東広太郎,北村充,岡内辰夫
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学 京田辺キャンパス
    • Year and Date
      2016-03-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] ビニルケテンイミン-鉄錯体を用いた新規合成反応の開発2015

    • Author(s)
      浦川晃洋,佐多直城,北村 充,岡内辰夫
    • Organizer
      日本化学会 第95春季年会
    • Place of Presentation
      日本大学 理工学部船橋キャンパス
    • Year and Date
      2015-03-26
    • Related Report
      2014 Research-status Report
  • [Presentation] ビニルケテン-鉄錯体の合成と応用

    • Author(s)
      浦川 晃洋・佐多 直城・北村 充・岡内 辰夫
    • 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
    • Related Report
      2013 Research-status Report

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Published: 2014-07-25   Modified: 2019-07-29  

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