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2011 Fiscal Year Final Research Report

Synthesis and Property of Pi-conjugated Compounds Using Reactive Molecules

Research Project

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Project/Area Number 22750045
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionKwansei Gakuin University

Principal Investigator

HAMURA Toshiyuki  関西学院大学, 理工学部, 准教授 (20323785)

Project Period (FY) 2010 – 2011
Keywords合成有機化学
Research Abstract

We developed an efficient and chemoselective generation protocol for a benzyne species and its regioselective functionalization by nucleophilic addition. Importantly, alkynyllithium plays the key roles for this novel benzyne reaction as an efficient initiator for the benzyne generation and a good nucleophile to benzyne. Moreover, we found that thermal isomerization of tricyclobutabenzene offered a highly stereoselective access to stereodefined hexaradialenes, which was trapped with three identical or different dienophiles, allowing a rapid construction of polycyclic aromatic compounds.

  • Research Products

    (10 results)

All 2012 2011 2010 Other

All Journal Article (5 results) (of which Peer Reviewed: 5 results) Presentation (4 results) Remarks (1 results)

  • [Journal Article] Catalytic Generation of Arynes and Trapping by Nucleophilic Addition and Iodination2012

    • Author(s)
      羽村季之、忠田悠、中辻裕也、鈴木啓介
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: vol.51 Pages: 3368-3372

    • Peer Reviewed
  • [Journal Article] Ring Expansion of Cyclopropylbenzocyclobutenes En Route to Benzocycloheptenes2011

    • Author(s)
      福井伸明、羽村季之、大森建、鈴木啓介
    • Journal Title

      Chem. Lett

      Volume: vol.40 Pages: 1198-1200

    • Peer Reviewed
  • [Journal Article] A domino pericyclic route to polysubstituted salicilic acid derivatives : four sequential processes from enynones and ketene silyl acetals2011

    • Author(s)
      羽村季之、岩田伸、鈴木啓介
    • Journal Title

      Chem. Commun

      Volume: vol.47 Pages: 6891-6893

    • Peer Reviewed
  • [Journal Article] Siloxy(trialkoxy) ethane undergoes regioselecitive[2+2] cycloaddition to ynones and ynoates en route to functionalized cyclobutenediones2010

    • Author(s)
      岩田伸、羽村季之、鈴木啓介
    • Journal Title

      Chem. Commun

      Volume: vol.46 Pages: 5316-5318

    • Peer Reviewed
  • [Journal Article] Hexaradialenes by Successive Ring Openings of Tris(alkoxy-tricyclobutabenzenes): Synthesis and Characterization2010

    • Author(s)
      篠崎真也、羽村季之、指宿洋介、藤井孝太郎、植草秀裕、鈴木啓介
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: vol.49 Pages: 3026-329

    • Peer Reviewed
  • [Presentation] 高反応性分子を駆使した新規π共役系分子の創製2011

    • Author(s)
      羽村季之
    • Organizer
      「有機合成化学を起点とするものづくり戦略」ミニシンポジウム
    • Place of Presentation
      東京大学小柴ホール、日本
    • Year and Date
      2011-11-14
  • [Presentation] Catalytic Generation of Benzyne Species and Trapping by Nucleophilic Addition and Iodination2011

    • Author(s)
      羽村季之
    • Organizer
      WOCJC-Senior Workshop
    • Place of Presentation
      東京工業大学、日本
    • Year and Date
      2011-11-02
  • [Presentation] Hexaradialenes via Successive Ring Openings of Trisalkoxytricyclobutabenzenes : Synthesis, Reactivity, and Characterization2010

    • Author(s)
      羽村季之
    • Organizer
      WOCJC-7
    • Place of Presentation
      Taiwan
    • Year and Date
      2010-09-04
  • [Presentation] 高反応性分子を駆使した新規π共役系分子の創製2010

    • Author(s)
      羽村季之
    • Organizer
      第37回有機反応懇談会
    • Place of Presentation
      京都大学、日本
    • Year and Date
      2010-08-02
  • [Remarks]

    • URL

      http://sci-tech.ksc.kwansei.ac.jp/~thamura/index.html

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Published: 2013-07-31  

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