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Molecular design of pi-electron systems with peculiar polarized structures and development of their novel functions

Research Project

Project/Area Number 25810023
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionEhime University (2014)
Tokyo Metropolitan University (2013)

Principal Investigator

TAKASE Masayoshi  愛媛大学, 理工学研究科, 准教授 (90516121)

Project Period (FY) 2013-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2014: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Fiscal Year 2013: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Keywords酸化還元 / ドナー・アクセプター / 拡張π電子系 / ピロール / ジラジカル / 酸化還元特性
Outline of Final Research Achievements

In this study, we have mainly studied on the molecular design and physical properties of two novel pi-electron systems with peculiar electron structures. (1) Pyrrole-fused azacoronenes with directly attached carbonyl groups were newly synthesized and they showed characteristic NIR absorption in the spectra. Combined with other measurements and calculations, it is suggested that new pi-systems had stable open-shell character in their neutral states. (2) pi-electron donor and acceptor segregated pi-conjugated oligomers were synthesized with naphthobipyrrole as a donor and fluorobenzene as an acceptor. In the lower temperature the segregated structures became clearly.

Report

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

    (15 results)

All 2015 2014 2013

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (12 results) (of which Invited: 2 results) Book (1 results)

  • [Journal Article] Donor-Acceptor Segregated Paracyclophanes Composed of Naphthobipyrrole and Stacked Fluoroarenes2013

    • Author(s)
      Masayoshi Takase, Ayumi Inabe, Yuki Sugawara, Wataru Fujita, Tohru Nishinaga, Kotohiro Nomura
    • Journal Title

      Org. Lett.

      Volume: 15 Issue: 13 Pages: 3202-3205

    • DOI

      10.1021/ol400882q

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Pyrrole-Fused Azacoronene Family: The Influence of Replacement with Dialkoxybenzenes on the Optical and Electronic Properties in Neutral and Oxidized States2013

    • Author(s)
      M. Takase, T. Narita, W. Fujita, M. S. Asano, T. Nishinaga, H. Benten, K. Yoza, K. Müllen
    • Journal Title

      J. Am. Chem. Soc

      Volume: 135 Issue: 21 Pages: 8031-8040

    • DOI

      10.1021/ja402371f

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] 環状オリゴピロールの合成と物性2015

    • Author(s)
      鈴木柊吾・高瀬雅祥・野村琴広・西長 亨
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学(千葉・船橋市)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] Synthesis and physical properties of pyrrole-fused azacoronenes2014

    • Author(s)
      Masayoshi Takase
    • Organizer
      8th Singapore International Chemistry Conference
    • Place of Presentation
      Sigapore (Sigapore)
    • Year and Date
      2014-12-14 – 2014-12-17
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] 非局在型ジラジカル構造を有するピロール縮環アザコロネンの合成と物性2014

    • Author(s)
      高瀬雅祥・成田智幸・藤田 渉・西長 亨・野村琴広
    • Organizer
      ハロゲン利用ミニシンポジウム
    • Place of Presentation
      日本大学(東京・千代田区)
    • Year and Date
      2014-12-12
    • Related Report
      2014 Annual Research Report
  • [Presentation] 非局在型ジラジカル構造を有するピロール縮環アザコロネンの合成と物性2014

    • Author(s)
      高瀬雅祥・成田智幸・西長 亨・野村琴広
    • Organizer
      分子アーキテクトニクス第5回研究会
    • Place of Presentation
      大阪大学(大阪・豊中市)
    • Year and Date
      2014-11-25 – 2014-11-26
    • Related Report
      2014 Annual Research Report
  • [Presentation] Pyrrole-fused azacoronenes with various redox states2014

    • Author(s)
      Masayoshi Takase, Tomoyuki Narita, Tohru Nishinaga, Kotohiro Nomura
    • Organizer
      International Conference of Science and Technology of Synthetic Metals
    • Place of Presentation
      Turku (Finland)
    • Year and Date
      2014-06-30 – 2014-07-03
    • Related Report
      2014 Annual Research Report
  • [Presentation] Pyrrole-fused azacoronenes with various redox states2014

    • Author(s)
      Masayoshi Takase, Tomoyuki Narita, Tohru Nishinaga, Kotohiro Nomura
    • Organizer
      Eighth International Conference on Porphyrin and Phthalocyaninenes
    • Place of Presentation
      Istanbul (Turkey)
    • Year and Date
      2014-06-22 – 2014-06-27
    • Related Report
      2014 Annual Research Report
  • [Presentation] Pyrrole-fused azacoronenes with various redox states2014

    • Author(s)
      Masayoshi Takase
    • Organizer
      Energy Material Nanotechnology Meeting
    • Place of Presentation
      Beijing (China)
    • Year and Date
      2014-05-12 – 2014-05-15
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] 非局在型ビラジカル構造を有するピロール縮環アザコロネンの合成と物性2014

    • Author(s)
      高瀬 雅祥・成田 智幸・藤田 渉・西長 亨・野村 琴広
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学
    • Related Report
      2013 Research-status Report
  • [Presentation] Pyrrole-Fused Azacoronenes: Synthesis and Optical and Electronic Properties in Neutral and Oxidized States2013

    • Author(s)
      Masayoshi Takase, Tomoyuki Narita,a Tohru Nishinaga,a and Klaus Muellen
    • Organizer
      15th International Symposium on Novel Aromatic Compounds
    • Place of Presentation
      中国、台北
    • Related Report
      2013 Research-status Report
  • [Presentation] Conjugated Oligomer with Donor-Acceptor Segregation Composed of Naphthobipyrrole and Stacked Fluoroarenes2013

    • Author(s)
      Yuki Sugawara, Ayumi Inabe, Masayoshi Takase, Tohru Nishinaga, and Kotohiro Nomura
    • Organizer
      15th International Symposium on Novel Aromatic Compounds
    • Place of Presentation
      中国、台北
    • Related Report
      2013 Research-status Report
  • [Presentation] ピロールを用いた芳香族求核置換反応を鍵とする機能性分子の合成と物性2013

    • Author(s)
      髙瀬雅祥・吉田尚史・成田智幸・西長 亨・伊與田正彦
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      学習院大学
    • Related Report
      2013 Research-status Report
  • [Presentation] Synthesis and Properties of Pyrrole-fused Azacoronene Family2013

    • Author(s)
      Masayoshi Takase, Tomoyuki Narita, Tohru Nishinaga, and Kotohiro Nomura
    • Organizer
      CEMS International Symposium on Supramolecular Chemistry and Functional Materials 2013
    • Place of Presentation
      東京大学
    • Related Report
      2013 Research-status Report
  • [Book] Organic Redox Systems – Synthesis, Properties, and Applications (Ed. Nishinaga. T.)2015

    • Author(s)
      Masayoshi Takase(分担執筆)
    • Publisher
      Wiley-VCH Verlag GmbH & Co. KGaA
    • Related Report
      2014 Annual Research Report

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Published: 2014-07-25   Modified: 2019-07-29  

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