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Development of novel synthetic routes to extended pi conjugated compounds of silicon

Research Project

Project/Area Number 15K13634
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionTohoku University

Principal Investigator

Iwamoto Takeaki  東北大学, 理学研究科, 教授 (70302081)

Research Collaborator AKASAKA Naohiko  
KOSAI Tomoyuki  
FUJIEDA Kentaro  
TANAKA Kaho  
Project Period (FY) 2015-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2017: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2016: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2015: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Keywordsジシレン / ケイ素 / 合成法 / 拡張共役系 / パイ電子系 / π電子系
Outline of Final Research Achievements

We have successfully developed a general and moderate method to prepare functional compounds that have silicon-silicon double bonds (disilenes) from stable silyl-substituted disilenes via a selective cleavage of Si(sp2)-Si(sp3) bond. In this method, we can access functional disilenes without using strong reducing conditions that have been often used for functional disilenes. Using the developed method, we succeeded in synthesis of a variety of functional disilenes that have an polycyclic aromatic substituents and heteroatom substituents as well as tetrasila-1,3-dienes, which are conjugated disilenes, under very mild conditions and further functionalization of the resulting conjugated disilenes.

Report

(4 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • 2015 Research-status Report
  • Research Products

    (14 results)

All 2018 2017 2016

All Journal Article (6 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 6 results,  Open Access: 1 results,  Acknowledgement Compliant: 1 results) Presentation (8 results) (of which Int'l Joint Research: 2 results,  Invited: 1 results)

  • [Journal Article] Synthesis and Functionalization of a 1,4-Bis(trimethylsilyl)tetrasila-1,3-diene through the Selective Cleavage of Si(sp2)-Si(sp3) Bonds under Mild Reaction Conditions2018

    • Author(s)
      N. Akasaka, K. Fujieda, E. Garoni, K. Kamada, H. Matsui, M. Nakano, T. Iwamoto
    • Journal Title

      Organometalics

      Volume: 37 Issue: 2 Pages: 172-175

    • DOI

      10.1021/acs.organomet.7b00864

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Synthesis and Functionalization of a 1,2-Bis(trimethylsilyl)-1,2-disilacyclohexene That Can Serve as a Unit of cis-1,2-Dialkyldisilene2018

    • Author(s)
      Naohiko Akasaka, Kaho Tanaka, Shintaro Ishida, Takeaki Iwamoto
    • Journal Title

      Inorganics

      Volume: 6 Issue: 1 Pages: 21-21

    • DOI

      10.3390/inorganics6010021

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Cleavage of Two Hydrogen Molecules by Boryldisilenes2018

    • Author(s)
      Tomoyuki Kosai, Takeaki Iwamoto
    • Journal Title

      Chemistry A European Journal

      Volume: 印刷中 Issue: 30 Pages: 7774-7780

    • DOI

      10.1002/chem.201801286

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Heteroaryldisilenes: heteroaryl groups serve as electron acceptors for Si=Si double bonds in the intramolecular charge transfer transitions2017

    • Author(s)
      Tomoyuki Kosai, Shintaro Ishida, and Takeaki Iwamoto
    • Journal Title

      Dalton Transactions

      Volume: 46 Issue: 34 Pages: 11271-11281

    • DOI

      10.1039/c7dt02357j

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Stable Push-Pull Disilene: Substantial Donor-Acceptor Interactions through the Si=Si Double Bond2017

    • Author(s)
      Tomoyuki Kosai, Takeaki Iwamoto
    • Journal Title

      Journal of The Americal Chemical Society

      Volume: 139 Issue: 50 Pages: 18146-18149

    • DOI

      10.1021/jacs.7b09989

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Pentasila-1,4-diene: Homoconjugation between Si=Si Double Bonds via a SiMe2 Unit2017

    • Author(s)
      Tomoyuki Kosai, Shintaro Ishida, Takeaki Iwamoto
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 139 Issue: 1 Pages: 99-102

    • DOI

      10.1021/jacs.6b11912

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] テトラシラ-1,3-ジエンの骨格異性化2018

    • Author(s)
      藤枝謙太郎、赤坂直彦、岩本武明
    • Organizer
      日本化学会第98春季年会2018
    • Related Report
      2017 Annual Research Report
  • [Presentation] 新規環状ジシレンの合成と官能基化2018

    • Author(s)
      田中花歩、赤坂直彦、石田真太郎、岩本武明
    • Organizer
      日本化学会第98春季年会2018
    • Related Report
      2017 Annual Research Report
  • [Presentation] Synthesis, Structure, and Reactivity of a Series of Disilenes Bearing Amino and Boryl Groups2018

    • Author(s)
      Tomoyuki Kosai, Takeaki Iwamoto
    • Organizer
      日本化学会第98春季年会2018
    • Related Report
      2017 Annual Research Report
  • [Presentation] A Novel Cyclopentasiladienyl Anion Isomer2017

    • Author(s)
      Naohiko Akasaka, Shintaro Ishida, Takeaki Iwamoto
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾、日吉
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] Novel Stable Multiply-Bonded Silicon Compounds Bearing Isolable Cyclic Alkylsilylene Units2017

    • Author(s)
      Takeaki Iwamoto
    • Organizer
      The 18th International Symposium on Silicon Chemistry (ISOS-XVIII) & the 6th Asian Silicon Symposium (ASiS-6)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 顕著な軌道相互作用を示す新規ジシレンの合成2017

    • Author(s)
      小齋智之、石田真太郎、岩本武明
    • Organizer
      第64回有機金属化学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] アミノ基とボリル基を有するジシレンを用いた水素分子の活性化2017

    • Author(s)
      小齋智之、岩本武明
    • Organizer
      第44回有機典型元素化学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] A Novel Cyclopentasiladienyl Anion Isomer from a Tricyclo[2.1.0.02,5]pentasilane2016

    • Author(s)
      Naohiko Akasaka, Shintaro Ishida, Takeaki Iwamoto
    • Organizer
      8th European Silicon Days
    • Place of Presentation
      慶応義塾、日吉
    • Year and Date
      2016-08-28
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research

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Published: 2015-04-16   Modified: 2019-03-29  

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