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Synthesis and properties of multi-dimensional pi-conjugated compounds composed of highly integrated heteroaromatics such as carbazole

Research Project

Project/Area Number 24550040
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Organic chemistry
Research InstitutionGunma University

Principal Investigator

NAKAMURA Yosuke  群馬大学, 大学院理工学府, 教授 (60261864)

Co-Investigator(Kenkyū-buntansha) KATO Shin-ichiro  群馬大学, 大学院理工学府, 助教 (70586792)
Project Period (FY) 2012-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥5,460,000 (Direct Cost: ¥4,200,000、Indirect Cost: ¥1,260,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2013: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2012: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords複素環 / カルバゾール / チオフェン / 光物性 / π共役 / ドナー / シクロファン / ホスト
Outline of Final Research Achievements

Carbazole dimers and trimers were systematically synthesized, and the structure-property relationships, namely the effects of connecting positions and spacers on the properties were disclosed. Various oligomers composed of carbazole and thiophene were also systematically synthesized, and the effects of connecting positions and numbers of aromatics on the properties were elucidated.
Acyclic host compounds (molecular receptors) possessing ethynylcarbazole moieties at 1,8-positions of carbazole were systematically synthesized, and the complexation behavior with some acceptors was investigated. Conjugated macrocycles composed of carbazole and triazole moieties were successfully synthesized by click reactions, and their self-association and complexation with anions such as iodide ion were clarified.

Report

(4 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • 2012 Research-status Report
  • Research Products

    (19 results)

All 2015 2014 2013 2012

All Journal Article (8 results) (of which Peer Reviewed: 8 results) Presentation (11 results)

  • [Journal Article] A Series of π-Extended Thiadiazoles Fused with Electron-Donating Heteroaromatic Moieties: Syntheses, Properties, and Polymorphic Crystals2015

    • Author(s)
      S.-i. Kato, T. Furuya, M. Nitani, N. Hasebe, Y. Ie, Y. Aso, T. Yoshihara, S. Tobita, Y. Nakamura
    • Journal Title

      Chemistry A European Journal

      Volume: 21 Issue: 7 Pages: 3115-3125

    • DOI

      10.1002/chem.201405478

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Systematic Structure-Property Investigations on a Series of Alternating Carbazole-Thiophene Oligomers2014

    • Author(s)
      S. Kato, S. Shimizu, A. Kobayashi, T. Yoshihara, S. Tobita, Y. Nakamura
    • Journal Title

      J. Org. Chem

      Volume: 79 Issue: 2 Pages: 618-629

    • DOI

      10.1021/jo402416f

    • Related Report
      2014 Annual Research Report 2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Hexadecadehydrodibenzo[20]-, Tetracosadehydrotribenzo[30]-, and Dotriacontadehydrotetrabenzo[40]annulenes: Synthesis, Characterization, Electronic Properties, and Self-Association2013

    • Author(s)
      Shin-ichiro Kato, Nobutaka Takahashi, and Yosuke Nakamura
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 78 Issue: 15 Pages: 7658-7663

    • DOI

      10.1021/jo401200m

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Tetraalkoxyphenanthrene-Fused Dehydroannulenes: Synthesis, Electronic, Optical, and Electrochemical Properties, and Self-Assembly2013

    • Author(s)
      Shin-ichiro Kato et al.
    • Journal Title

      Chemistry - A European Journal

      Volume: 19 Issue: 36 Pages: 12138-12151

    • DOI

      10.1002/chem.201301262

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Properties of Disiloxane-bridged Cyclophanes Bearing Heteroaromatics2013

    • Author(s)
      Shin-ichiro Kato, Nanae Yamazaki, Toshihiro Tajima, and Yosuke Nakamura
    • Journal Title

      Chemistry Letters

      Volume: 42 Pages: 401-403

    • NAID

      10031162187

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Bicarbazoles: Systematic Structure-Property Investigations on a Series of Conjugated Carbazole Dimers2012

    • Author(s)
      Shin-ichiro Kato, Hiroto Noguchi, Atsushi Kobayashi, Toshitada Yoshihara, Seiji Tobita, Yosuke Nakamura
    • Journal Title

      J. Org. Chem.

      Volume: 77 Issue: 20 Pages: 9120-9133

    • DOI

      10.1021/jo3016538

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] π-Extended Thiadiazoles Fused with Thienopyrrole or Indole Moieties: Synthesis, Structures, and Properties2012

    • Author(s)
      S.-i. Kato, T. Furuya, A. Kobayashi, M. Nitani, Y. Ie, Y. Aso, T. Yoshihara, S. Tobita, Y. Nakamura
    • Journal Title

      J. Org. Chem.

      Volume: 77 Issue: 17 Pages: 7595-7606

    • DOI

      10.1021/jo301458m

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Electronic, Photophysical, and Electrochemical Properties of a Series of Thienylcarbazoles2012

    • Author(s)
      Shin-ichiro Kato, Satoru Shimizu, Hiroaki Taguchi, Atsushi Kobayashi, Seiji Tobita, Yosuke Nakamura
    • Journal Title

      J. Org. Chem.

      Volume: 77 Issue: 7 Pages: 3222-3232

    • DOI

      10.1021/jo202625p

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Presentation] カルバゾールとトリアゾールからなる大環状共役系化合物の合成,自己会合,およびアニオン認識2015

    • Author(s)
      神聖史,加藤真一郎,中村洋介
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学理工学部船橋キャンパス
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] カルバゾールとトリアゾールからなる大環状共役系化合物の合成,自己会合,およびアニオン認識2014

    • Author(s)
      神聖史,加藤真一郎,中村洋介
    • Organizer
      第25回基礎有機化学討論会
    • Place of Presentation
      東北大学川内キャンパス
    • Year and Date
      2014-09-07 – 2014-09-09
    • Related Report
      2014 Annual Research Report
  • [Presentation] エチニルカルバゾール部位を有する分子レセプターの合成と錯形成挙動2014

    • Author(s)
      境野雄太,安田賢司,松尾一郎,加藤真一郎,中村洋介
    • Organizer
      第25回基礎有機化学討論会
    • Place of Presentation
      東北大学川内キャンパス
    • Year and Date
      2014-09-07 – 2014-09-09
    • Related Report
      2014 Annual Research Report
  • [Presentation] カルバゾールとトリアゾールからなる大環状共役系化合物の合成,自己会合,およびアニオン認識2014

    • Author(s)
      神聖史,加藤真一郎,中村洋介
    • Organizer
      第12回ホスト・ゲスト化学シンポジウム
    • Place of Presentation
      東京工業大学大岡山キャンパス
    • Year and Date
      2014-05-31 – 2014-06-01
    • Related Report
      2014 Annual Research Report
  • [Presentation] エチニルカルバゾール部位を有する分子レセプターの合成と錯形成挙動2014

    • Author(s)
      境野雄太,安田賢司,松尾一郎,加藤真一郎,中村洋介
    • Organizer
      第12回ホスト・ゲスト化学シンポジウム
    • Place of Presentation
      東京工業大学大岡山キャンパス
    • Year and Date
      2014-05-31 – 2014-06-01
    • Related Report
      2014 Annual Research Report
  • [Presentation] 環状チオフェン-フランオリゴマーの合成と物性2014

    • Author(s)
      藤井智子,加藤真一郎,中村洋介
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(愛知県名古屋市)
    • Related Report
      2013 Research-status Report
  • [Presentation] 種々のスペーサーで連結したカルバゾール二量体,三量体の合成と物性2013

    • Author(s)
      野口裕冬,加藤真一郎,中村洋介
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      学習院大学(東京都豊島区)
    • Related Report
      2013 Research-status Report
  • [Presentation] クリック反応を利用したカルバゾールを含む大環状共役系化合物の合成と錯形成挙動2013

    • Author(s)
      神聖史,加藤真一郎,中村洋介
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      学習院大学(東京都豊島区)
    • Related Report
      2013 Research-status Report
  • [Presentation] エチニルカルバゾール部位を有する分子レセプターの合成と物性2013

    • Author(s)
      境野雄太,安田賢司,加藤真一郎,松尾一郎,中村洋介
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      学習院大学(東京都豊島区)
    • Related Report
      2013 Research-status Report
  • [Presentation] 種々のスペーサーで連結したカルバゾール二量体の合成,物性および反応性2013

    • Author(s)
      野口裕冬,加藤真一郎,中村洋介
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学(滋賀県草津市)
    • Related Report
      2012 Research-status Report
  • [Presentation] 種々のスペーサーで連結したカルバゾール二量体の合成,物性および反応性2012

    • Author(s)
      野口裕冬,加藤真一郎,中村洋介
    • Organizer
      第23回基礎有機化学討論会
    • Place of Presentation
      京都テルサ(京都市)
    • Related Report
      2012 Research-status Report

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Published: 2013-05-31   Modified: 2019-07-29  

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