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Synthesis, absorption and fluorescent properties of functionalized azulene derivatives

Research Project

Project/Area Number 25410046
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

MURAFUJI TOSHIHIRO  山口大学, 医学(系)研究科(研究院), 教授 (40253140)

Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2015: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2013: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywordsアズレン / 光機能 / ビアズレン / 発光 / 呈色 / π電子系
Outline of Final Research Achievements

1,1'-Bi(2-pyridylazulene), in which pyridyl moieties were coupled to a biazulenyl framework for hydrogen bonding between the two azulenyl skeletons. The longest wavelength absorption band of this compound underwent a blue shift or red shift depending on the amount of trifluoroacetic acid added. In addition, single crystals of the mono-protonated species were successfully obtained as the tetrafluoroborate salt. The X-ray diffraction analysis of the salt revealed an intramolecular hydrogen bond between the two pyridyl moieties, giving a racemic mixture of axial chiral species.

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (11 results)

All 2016 2015 2014 2013

All Journal Article (2 results) (of which Peer Reviewed: 2 results,  Acknowledgement Compliant: 1 results) Presentation (9 results) (of which Int'l Joint Research: 2 results,  Invited: 2 results)

  • [Journal Article] Synthesis and acid-base properties of a proton-bridged biaryl compound based on pyridylazulene2015

    • Author(s)
      Kazuki Ninomiya, Yumi Harada, Tomoaki Kanetou, Yuma Suenaga, Toshihiro Murafuji, Ryo Tsunashima
    • Journal Title

      New J. Chem.

      Volume: 39 Issue: 12 Pages: 9079-9085

    • DOI

      10.1039/c5nj01651g

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Bisarylation of 1,1′,3,3′-Tetrahalo-2,2′-biazulene Under Suzuki-Miyaura Cross-Coupling Conditions2014

    • Author(s)
      Takahiro Nakae, Takashi Kikuchi, Shigeki Mori, Tetsuo Okujima, Toshihiro Murafuji, Hidemitsu Uno
    • Journal Title

      Chem. Lett.

      Volume: 43 Issue: 4 Pages: 504-506

    • DOI

      10.1246/cl.131142

    • NAID

      130004868080

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] Organic dyes derived from azulenes: Synthesis structure and properties2016

    • Author(s)
      T. Murafuji
    • Organizer
      9th Choshu-London Symposium in Chemistry
    • Place of Presentation
      University College London (London, UK)
    • Year and Date
      2016-03-16
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis of low band gap molecules derived from azulene2015

    • Author(s)
      M. Shirane, T. Murafuji, S. Kamijo
    • Organizer
      The International Chemical Congress of Pacific Basin Societies. Pacifichem 2015
    • Place of Presentation
      Honolulu (USA)
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] アズレンから誘導されるローバンドギャップ分子の合成と性質2015

    • Author(s)
      白根真悠・村藤俊宏・垰 圭介・上條 真・石黒勝也・谷 文都・俣野善博
    • Organizer
      第26回基礎有機化学討論会
    • Place of Presentation
      愛媛大学(愛媛県松山市)
    • Year and Date
      2015-09-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] ボリル基の導入によるアズレンの吸収・蛍光特性の変化2015

    • Author(s)
      成田昌弘・村藤俊宏・上條 真・石黒勝也・谷 文都・俣野善博
    • Organizer
      第26回基礎有機化学討論会
    • Place of Presentation
      愛媛大学(愛媛県松山市)
    • Year and Date
      2015-09-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] アズレンを基盤とした新たな近赤外線吸収色素の創出―臭素化の検討2014

    • Author(s)
      白根真悠・村藤俊宏・末長祐真・荷宮和貴・上條真・垰圭介
    • Organizer
      第7回臭素化学懇話会年会
    • Place of Presentation
      日本大学駿河台キャンパス
    • Year and Date
      2014-12-12
    • Related Report
      2014 Research-status Report
  • [Presentation] Approach to low band gap molecules derived from azulenes2014

    • Author(s)
      Toshihiro Murafuji
    • Organizer
      8th Choshu-London Symposium in Chemistry
    • Place of Presentation
      山口大学工学部(宇部市)
    • Year and Date
      2014-12-01
    • Related Report
      2014 Research-status Report
    • Invited
  • [Presentation] アズレンが四置換したナフタレンジイミド誘導体の合成と物性2014

    • Author(s)
      武居壯昂・新名主輝男・村藤俊宏・谷文都
    • Organizer
      第25回基礎有機化学討論会
    • Place of Presentation
      東北大学
    • Year and Date
      2014-09-07 – 2014-09-09
    • Related Report
      2014 Research-status Report
  • [Presentation] Bisarylation of tetrahalobiazulene by Suzuki-Miyaura reaction2013

    • Author(s)
      T. Nakae, T. Kikuchi, S. Mori, T. Okujima, T. Murafuji, H. Uno
    • Organizer
      11th International Symposium on Functional π-Electron Systems
    • Place of Presentation
      Arcachon (France)
    • Related Report
      2013 Research-status Report
  • [Presentation] 1,3-ジブロモアズレン誘導体のメタルフリーカップリング反応によるビアズレン合成2013

    • Author(s)
      近藤 圭・綱島 亮・石黒勝也・村藤俊宏
    • Organizer
      第6回臭素化学懇話会年会
    • Place of Presentation
      愛媛大学(松山市)
    • Related Report
      2013 Research-status Report

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

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