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Synthesis of 1-Dimentional Polycyclic Aromatic Hydrocarbons through C–H activation

Research Project

Project/Area Number 25888021
Research Category

Grant-in-Aid for Research Activity Start-up

Allocation TypeSingle-year Grants
Research Field Polymer chemistry
Research InstitutionChuo University

Principal Investigator

TOKORO Yuichiro  中央大学, 理工学部, 助教 (80709692)

Project Period (FY) 2013-08-30 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2014: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2013: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Keywords多環芳香族炭化水素 / C-H結合活性化 / 環化反応 / ロジウム / ルテニウム / アルキン / C-H活性化 / 重合 / 共役系高分子 / パラジウム
Outline of Final Research Achievements

Reactions for synthesis of crowded conjugated molecules as polycyclic aromatic hydrocarbon (PAH) precursors were investigated. Rhodium-catalyzed annulation of diynes and 2 equivalents of biphenylboronic acids through C-H cleavage was optimized to afford 1,4-bis(10-arylphenanthrene-9-yl)benzenes. Oxidative cyclization of the obtained compounds gave non-planar PAHs with green fluorescence.
Moreover, ruthenium-catalyzed annulation of 1-naphthylsilanes and alkynes through C-H cleavage, was developed to prepare silaphenalenes which are kinds of silicon-containing PAHs.

Report

(3 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Annual Research Report
  • Research Products

    (6 results)

All 2015 2014 Other

All Presentation (6 results)

  • [Presentation] ジインとビフェニル誘導体の環化反応を利用した非平面構造を有する多環芳香族炭化水素の合成とその光学特性2015

    • Author(s)
      大石杏奈・所雄一郎・福澤信一
    • Organizer
      日本化学会第95回春季年会
    • Place of Presentation
      日本大学
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] ルテニウム触媒によるSi-H結合とC-H結合の切断を伴うナフチルシランとアルキンの分子間環化反応2015

    • Author(s)
      杉田健悟・所雄一郎・福澤信一
    • Organizer
      日本化学会第95回春季年会
    • Place of Presentation
      日本大学
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] ジインとビフェニル誘導体の環化反応を利用した非平面構造を有する多環芳香族炭化水素の合成2014

    • Author(s)
      大石杏奈・所雄一郎・福澤信一
    • Organizer
      第68回有機合成化学協会関東支部シンポジウム
    • Place of Presentation
      新潟大学
    • Year and Date
      2014-11-29 – 2014-11-30
    • Related Report
      2014 Annual Research Report
  • [Presentation] ビフェニル誘導体とジインの環化反応を利用した共役系高分子の合成2014

    • Author(s)
      大石杏奈・所雄一郎・福澤信一
    • Organizer
      第63回高分子学会年次大会
    • Place of Presentation
      名古屋国際会議場
    • Year and Date
      2014-05-28 – 2014-05-30
    • Related Report
      2014 Annual Research Report
  • [Presentation] ビフェニル誘導体とアルキンの環化反応を利用した多環芳香族炭化水素の合成

    • Author(s)
      所雄一郎、大石杏奈、福澤信一
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] Synthesis of Graphene Nanoribbons through Oxidative Cross-Coupling of Arenes with Alkynes

    • Author(s)
      Yuichiro Tokoro, Anna Oishi, Shin-ichi Fukuzawa
    • Organizer
      247th ACS National Meeting
    • Place of Presentation
      Dallas
    • Related Report
      2013 Annual Research Report

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Published: 2013-09-12   Modified: 2019-07-29  

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