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Design and synthesis of three dimensionally extended pi-conjugated compounds with heavier group 14 elements

Research Project

Project/Area Number 16K17870
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionTokyo Metropolitan University

Principal Investigator

Inagaki Yusuke  首都大学東京, 都市環境科学研究科, 助教 (20725626)

Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥3,380,000 (Direct Cost: ¥2,600,000、Indirect Cost: ¥780,000)
Fiscal Year 2018: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2017: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2016: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywordsπ電子系化合物 / ケイ素 / π*-σ*共役 / ルイス酸性 / シロキサン結合 / 芳香族性 / ヘテロ五員環 / クロロシラン / 構造有機化学 / ケイ素化学 / 典型元素化学 / 触媒 / 環境調和
Outline of Final Research Achievements

Silyl substituted compounds with extended pi-conjugated system have low lying LUMO by the sigma*-pi* conjugation. In this research cage shaped pi-conjugated compounds with fused Si-O-Si unit were designed and their synthetic route were searched. Molecular modeling by theoretical calculation was used to predict the proper molecular structure and property. Step by step functionalization of heteroaromatic five-membered ring compounds, syntheses of aryl substituted chlorosilanes and their reactivity were investigated.

Academic Significance and Societal Importance of the Research Achievements

機能性分子の設計や化学反応を理解する際に、化学結合(軌道相互作用)についての理解は必要不可欠である。一方で、分子構造の観点から精密に設計された分子であっても、その分子が実際に合成可能かどうかは、反応の条件や合成経路に依存するという制約があり、新たな合成法の開発を通して合成ルートマップを拡張していくことで学術的進歩が生まれると言える。本研究では、自ら設定した化合物の合成を通じて、反応についての考察を深めることができた。

Report

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

    (7 results)

All 2018 2017 2016 Other

All Journal Article (5 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 5 results,  Acknowledgement Compliant: 2 results) Presentation (1 results) (of which Int'l Joint Research: 1 results) Remarks (1 results)

  • [Journal Article] Ferrocene-diyl Bridged Macrocages: Steric Effects of the Cage on the Redox Properties of Ferrocene Moiety2018

    • Author(s)
      H. Takashima, Y. Inagaki, H. Momma, E. Kwon, K. Yamaguchi, and W. Setaka
    • Journal Title

      Organometallics

      Volume: 37 Issue: 9 Pages: 1501-1506

    • DOI

      10.1021/acs.organomet.8b00154

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Dielectric Relaxation of Powdered Molecular Gyrotops Having a Thiophene Dioxide-diyl as a Dipolar Rotor2018

    • Author(s)
      M. Tsurunaga, Y. Inagaki, H. Momma, E. Kwon, K. Yamaguchi, K. Yoza, W. Setaka
    • Journal Title

      Org. Lett.

      Volume: 20 Issue: 21 Pages: 6934-6937

    • DOI

      10.1021/acs.orglett.8b03087

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A Crystalline Molecular Gyrotop with a Biphenylene Dirotor and its Temperature Dependent Birefringence2017

    • Author(s)
      A. Fujiwara, Y. Inagaki, H. Momma, E. Kwon, K. Yamaguchi, M. Kanno, H. Kono, and W. Setaka
    • Journal Title

      Cryst. Eng. Comm.

      Volume: 19 Issue: 40 Pages: 6049-6056

    • DOI

      10.1039/c7ce01081h

    • Related Report
      2017 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Molecular Gyrotops with a Five-Membered Heteroaromatic Ring: Synthesis, Temperature-Dependent Orientation of Dipolar Rotors inside the Crystal, and its Birefringence Change2016

    • Author(s)
      T. Masuda, J. Arase, Y. Inagaki, M. Kawahata, K. Yamaguchi, T. Ohhara, A. Nakao, H. Momma, E. Kwon, W. Setaka
    • Journal Title

      Cryst. Growth Des.

      Volume: 16 Issue: 8 Pages: 4392-4401

    • DOI

      10.1021/acs.cgd.6b00508

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Facile Synthesis of a 2,5-Bis(silyl)selenophene-1,1-dioxide and its Photophysical Properties2016

    • Author(s)
      T. Masuda, Y. Inagaki, H. Momma, E. Kwon, W. Setaka
    • Journal Title

      New. J. Chem.

      Volume: 40 Issue: 10 Pages: 8593-8599

    • DOI

      10.1039/c6nj01886f

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] Rotation of the π-System Rotor in Crystalline Molecular Gyrotops2018

    • Author(s)
      Y. Inagaki, K. Yamaguchi, and W. Setaka
    • Organizer
      24th IUPAC Conference on Physical Organic Chemistry (ICPOC24)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Remarks] 研究室HP

    • URL

      http://wwwchem.apchem.ues.tmu.ac.jp/~setaka/index.php

    • Related Report
      2016 Research-status Report

URL: 

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

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