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Synthesis of hexathiacoronene and construction of redox active dye system

Research Project

Project/Area Number 22750033
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionInternational Christian University

Principal Investigator

KOBAYASHI Junji  国際基督教大学, 教養学部, 准教授 (90334242)

Project Period (FY) 2010 – 2011
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2011: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2010: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Keywordsコロネン / ジスルフィド / 酸化還元 / 光物性 / トリフェニレン / ヘテロπ共役分子 / リン / 硫黄 / 合成化学 / 複合材料・物性
Research Abstract

Starting from 2, 3, 6, 7, 10, 11-hexabutoxytriphenylene, it was allowed to react with 8 equivalents of n-BuLi in the presence of TMEDA. When the reaction mixture was heated under reflux condition for 3 hours, hexalithiotriphenylene was generated effectively. Treatment of this hexalihiotriphenylene with excess amount of elemental sulfur gave the product, in which sulfur atoms were introduced into the bay position of triphenylene. This product was reduced by LiAlH4 to give hexamercaptotriphenylene, the precursor of hexathiacoronene.

Report

(3 results)
  • 2011 Annual Research Report   Final Research Report ( PDF )
  • 2010 Annual Research Report
  • Research Products

    (17 results)

All 2011 2010 Other

All Journal Article (6 results) (of which Peer Reviewed: 3 results) Presentation (10 results) Remarks (1 results)

  • [Journal Article] Application of the sila-Friedel-Crafts reaction to the synthesis ofπ-extended silole derivatives and their properties2010

    • Author(s)
      Furukawa, S.; Kobayashi, J.; Kawashima, T.
    • Journal Title

      Dalton Trans

      Volume: 39 Pages: 9326-9336

    • Related Report
      2011 Final Research Report
  • [Journal Article] Synthesis of a C_3 symmetric host molecule for C_<60> bearing a bicyclic triarylphosphate framework2010

    • Author(s)
      Kobayashi, J.; Domoto, Y.; Kawashima, T.
    • Journal Title

      Chem. Lett

      Volume: 39 Pages: 134-135

    • Related Report
      2011 Final Research Report
  • [Journal Article] Synthesis and Optical Properties of a Bis(Benzothiaborino) Carbazole, a Thiaborin-Carbazole Mixed Ladder-Typeπ-Conjugated Molecule2010

    • Author(s)
      Agou, T.; Kobayashi, J.; Kawashima, T.
    • Journal Title

      Phosphorus and Sulfur, Slicon, Relat. Elem

      Volume: 185 Pages: 947-951

    • Related Report
      2011 Final Research Report
  • [Journal Article] Synthesis and Optical Properties of a Bis(Benzothiaborino) Carbazole, a Thiaborin-Carbazole Mixed Ladder-Type π-Conjugated Molecule2010

    • Author(s)
      Agou, Tomohiro, Kobayashi, Junji
    • Journal Title

      Phosphorus, Sulfur and Silicon and the Related Elements

      Volume: 185 Pages: 947-951

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of a C_3 symmetric host molecule for C_<60> bearing a bicyclic triarylphosphate framework2010

    • Author(s)
      Kobayashi, Junji
    • Journal Title

      Chemistry Letters

      Volume: 39 Pages: 134-135

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Structure of a Heptacoordinate Trichlorostannane Bearing a Triarylmethyl-Type Tetradentate Ligand2010

    • Author(s)
      Kobayashi, Junji
    • Journal Title

      Organometallics

      Volume: 29 Pages: 5725-5727

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] ヘキサリチオトリフェニレンの発生とトリヘテラスマネンの合成2011

    • Author(s)
      小林潤司
    • Organizer
      高次π空間の創発と機能開発第6回公開シンポジウム
    • Place of Presentation
      岡崎
    • Year and Date
      2011-07-15
    • Related Report
      2011 Annual Research Report
  • [Presentation] ヘキサリチオトリフェニレンの発生とトリヘテラスマネンの合成2011

    • Author(s)
      小林潤司
    • Organizer
      新学術領域研究「高次π空間の創発と機能開発」第6回公開シンポジウム
    • Place of Presentation
      岡崎
    • Related Report
      2011 Final Research Report
  • [Presentation] Synthesis and Properties of Triheterasumanens2010

    • Author(s)
      Junji Kobayashi, Shunsuke Furukawa, Shunsuke Haga, and Takayuki Kawashima
    • Organizer
      新学術領域研究「高次π空間の創発と機能開発」第2回国際シンポジウム
    • Place of Presentation
      京都
    • Related Report
      2011 Final Research Report
  • [Presentation] 分子内ラジカル環化反応を活用したジベンゾホスホール誘導体の合成と光物性2010

    • Author(s)
      小林潤司・古川俊輔・芳我俊介・川島隆幸
    • Organizer
      第21回基礎有機化学討論会
    • Place of Presentation
      名古屋
    • Related Report
      2011 Final Research Report
  • [Presentation] トリヘテラスマネンの合成と性質2010

    • Author(s)
      小林潤司・古川俊輔・芳我俊介・川島隆幸
    • Organizer
      新学術領域研究「高次π空間の創発と機能開発」第4回公開シンポジウム
    • Place of Presentation
      つくば
    • Related Report
      2011 Final Research Report
  • [Presentation] ジベンゾホスホール骨格の新規構築法の開発と応用2010

    • Author(s)
      小林潤司・古川俊輔・芳我俊介・川島隆幸
    • Organizer
      新学術領域研究「高次π空間の創発と機能開発」第3回公開シンポジウム
    • Place of Presentation
      岡崎
    • Related Report
      2011 Final Research Report
  • [Presentation] 分子内ラジカル環化反応を活用したジベンゾホスホール誘導体の合成と光物性2010

    • Author(s)
      小林潤司
    • Organizer
      第21回基礎有機化学討論会
    • Place of Presentation
      名古屋大学
    • Related Report
      2010 Annual Research Report
  • [Presentation] Syntheses and Properties of Two-dimensionally Extended Selenophenes and Telluorphenes2010

    • Author(s)
      Kobayashi, Junji
    • Organizer
      The 11th International Conference on the Chemistry of Selenium and Tellurium
    • Place of Presentation
      Oulu, Finland
    • Related Report
      2010 Annual Research Report
  • [Presentation] Formation and Electron-donating Properties of Cyclic Amino(ylide) Carbenes2010

    • Author(s)
      Kobayashi, Junji
    • Organizer
      The 20th International Conference on Physical Organic Chemistry
    • Place of Presentation
      Busan, Korea
    • Related Report
      2010 Annual Research Report
  • [Presentation] Selective Fluorometric Sensing of Cyanide Anion in Aqueous Media by Cationic Azaborines2010

    • Author(s)
      Kobayashi, Junji
    • Organizer
      The 10th Tateshina Conference
    • Place of Presentation
      長野
    • Related Report
      2010 Annual Research Report
  • [Remarks]

    • URL

      http://subsite.icu.ac.jp/people/junjikobayashi/

    • Related Report
      2011 Final Research Report

URL: 

Published: 2010-08-23   Modified: 2016-04-21  

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