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Synthesis of diacyliron complexes from diene-iron complexes

Research Project

Project/Area Number 16K05701
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) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2018: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2017: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2016: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywords有機鉄錯体 / リン配位子 / ジエン鉄錯体 / ジアシル鉄錯体 / 超音波照射 / パラキノン / ヒドロキノン / 超音波 / 有機金属化合物 / 有機化学 / 有機鉄化合物
Outline of Final Research Achievements

Diene-iron complexes are known as a high stability and low toxicity compound. The tricarbonyl iron fragment is mainly exploited as a protecting group or as a stereo-directing group. In many reactions using diene iron complexes, the diene moiety does not participate in organic transformations.
In this study, we tried to develop the new synthetic method of a diacyliron complexe from a cyclic diene-iron complexe bearing a substituent at C1. In this method, the cyclic diene-iron complex was treated with a strong base such as LDA in the presence of a phosphorus ligand. We focused on the synthesis of the diacyliron complex with high crystallinity for X-ray analysis. We found that the complexation proceeded smoothly at 50 degree Celsius under ultrasonic irradiation.

Academic Significance and Societal Importance of the Research Achievements

鉄は毒性が少なくしかも安価であるため,それを触媒として利用するための研究が盛んに行われている。
鉄の触媒としての働きを十分に理解するためには,鉄錯体の性質を知ることはとても重要である。そのため,今回の研究によって,1位に官能基を有するジエン鉄錯体に対して,リン配位子存在下塩基を作用させると,ジアシル鉄錯体が得られると言う新規の知見を得ることができたことは,錯体の理解の為に,学術的な意義が大きい。
また,その研究の過程で見出した超音波照射下でのジエン鉄錯体合成法の発見は錯体合成のコストを下げるための意義が大きい。

Report

(4 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • 2016 Research-status Report
  • Research Products

    (6 results)

All 2018 2017

All Journal Article (1 results) (of which Peer Reviewed: 1 results) Presentation (5 results) (of which Int'l Joint Research: 1 results)

  • [Journal Article] Synthesis of (±)-myo-inositol 4-methylenephosphonate via Rh-Catalyzed hydrogenation of vinylphosphonate2017

    • Author(s)
      Tatsuo Okauchi, Shuya Nakamura, Kouta Tsubaki, Momoko Asakawa, Mitsuru Kitamura
    • Journal Title

      Carbohydrate Research

      Volume: 448 Pages: 24-27

    • DOI

      10.1016/j.carres.2017.05.018

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Presentation] 1位置換ジエンー鉄錯体を用いた新規合成反応の開発2018

    • Author(s)
      牟田拓輝, 坂東広太郎, 下岡弘和, 北村充, 岡内辰夫
    • Organizer
      第55回化学関連支部合同九州大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] ビニルケテンイミン-鉄錯体の新規合成法の開発2018

    • Author(s)
      寺谷光平,下岡弘和,北村 充,岡内辰夫
    • Organizer
      日本化学会 第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Pyrrole Synthesis Using hapto4-(Vinylketenimine)iron Complexes and Electron-deficient Alkynes2017

    • Author(s)
      Tatsuo Okauchi,Akihiro Urakawa,Nagomi Tabuchi, Mitsuru Kitamura
    • Organizer
      The 19th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] 位置換ジエン-鉄錯体を用いた新規反応の開発2017

    • Author(s)
      坂東広太郎・北村充・岡内辰夫
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応大学・日吉キャンパス
    • Related Report
      2016 Research-status Report
  • [Presentation] ケテンイミン-鉄錯体の合成と応用2017

    • Author(s)
      田淵和・浦川晃洋・北村充・岡内辰夫
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応大学・日吉キャンパス
    • Related Report
      2016 Research-status Report

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Published: 2016-04-21   Modified: 2020-03-30  

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