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Synthesis of Novel Macrocyclic Carbazole Derivatives and Their Application for Functional Materials

Research Project

Project/Area Number 22550033
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionOsaka Kyoiku University

Principal Investigator

TANI Keita  大阪教育大学, 教育学部, 教授 (60207165)

Co-Investigator(Kenkyū-buntansha) OHKITA Hideo  京都大学大学院, 工学研究科, 准教授 (50301239)
Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2012: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2011: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2010: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywordsカルバゾール / カルバゾロファン / 蛍光 / 面不斉 / エキシマー / ドナー-アクセプター / 円二色性スペクトル / シクロファン / ドナー / アミド結合 / 光学分割 / CDスペクトル / キロプティカル特性 / キラルカルバゾール誘導体 / 不斉
Research Abstract

Various carbazolophane derivatives and their reference monomers have been synthesized. Their photophysical, chiroptical, electrochemical properties and structures are examined by NMR, electronic absorption, fluorescence, and circular dichroism spectra, redox potentials, and X-ray crystal structure analysis. It is revealed that donor ability of carbazolphane derivatives is higher than that of the corresponding monomers. In particular, optical resolution of partially overlapped carbazolophanes can be achieved and their absolute configuration is determined.

Report

(4 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • Research Products

    (37 results)

All 2013 2012 2011 2010 Other

All Journal Article (8 results) (of which Peer Reviewed: 8 results,  Open Access: 1 results) Presentation (26 results) Book (2 results) Remarks (1 results)

  • [Journal Article] Di-・2-acetato-1:2・2O:O';2:3・2O:O'-bis{・2-4,4'-dichloro-2,2'-[2,2-dimethyl-1,3-propanediyl-bis(nitrilomethylidyne)]diphenolato}-1:2・6O,N,N',O':O,O';2:3・6O,O':O,N,N',O-tricopper(II)2012

    • Author(s)
      Koji Kubono, Keita Tani, Kunihiko Yokoi
    • Journal Title

      Acta Crystallographica

      Volume: E68 Issue: 11 Pages: 1545-1547

    • DOI

      10.1107/s1600536812044315

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis, Photochromic, and Electrical Properties of Diarylethene Derivatives Having 9-Carbazolyl or 2-(1,3,4-Oxadiazolyl) Group as Carrier Mobilization Sites2011

    • Author(s)
      K. Tani, K. Kubono, K. Hori, K. Shoji, G. Shiga, M. Yamamoto, T. Tsujioka
    • Journal Title

      Chem. Lett.

      Volume: 40 Issue: 11 Pages: 1267-1268

    • DOI

      10.1246/cl.2011.1267

    • NAID

      130004426090

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] 1,2-Bis[5-(9-ethyl-9H-carbazol-3-yl)-2-methylthiophen-3-yl]-3,3,4,4,5,5-hexafluorocyclopentene2011

    • Author(s)
      K. Kubono, T. Synmyouzu, K. Goto, T. Tsujioka, K. Tani
    • Journal Title

      Acta Cryst.

      Volume: E6 Issue: 8 Pages: o2194-o2194

    • DOI

      10.1107/s1600536811029539

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis, Photochromic, and Electrical Properties of Diarylethene Derivatives Having 9-Carbazolyl or 2-(1,3,4-Oxadiazolyl) Group as Carrier Mobilization Sites2011

    • Author(s)
      Keita Tani
    • Journal Title

      Chemistry Letters

      Volume: 40 Pages: 1267-1268

    • NAID

      10030220210

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 1,2-Bis[5-(9-ethyl-9H-carbazol-3-yl)-2-methylthiophen-3-y1]-3,3,4,4,5,5-hexafluoro-cyclopentene2011

    • Author(s)
      Koji Kubono
    • Journal Title

      Acta Crystallographica

      Volume: E67

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Efficient carrier separation from a photochromic diarylethene layer2010

    • Author(s)
      T. Tsujioka, M. Yamamoto, K. Shoji, K. Tani
    • Journal Title

      Photochem. Photobiol. Sci

      Volume: 9 Issue: 2 Pages: 157-161

    • DOI

      10.1039/b9pp00083f

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Aqua[2,2',4,4'-tetrafluoro-6,6'-(piperazine-1,4-diyldimethylene)diphenolato]copper(II)2010

    • Author(s)
      K. Kubono, Y. Tsuno, K. Tani, K. Yokoi
    • Journal Title

      Acta Cryst.

      Volume: E66 Issue: 11 Pages: m1397-m1398

    • DOI

      10.1107/s1600536810040080

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Aqua[2,2',4,4'-tetrafluoro-6,6'-(piperazine-1,4-diyldimethylene)diphenol ato]copper(II).2010

    • Author(s)
      K.Kubono
    • Journal Title

      Acta Crystallographica

      Volume: E66

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] アミド結合を有するカルバゾロファン誘導体の構造と物性2013

    • Author(s)
      加藤陽香・大神風子・堀 一繁・久保埜公二・谷 敬太・榊原圭太・辻井敬亘・武村裕之
    • Organizer
      日本化学会第93回春季年会
    • Place of Presentation
      立命館大学(滋賀)
    • Year and Date
      2013-03-23
    • Related Report
      2012 Final Research Report
  • [Presentation] フェニルアミンで架橋した3架橋系カルバゾロファンの合成と性質2013

    • Author(s)
      大神風子・加藤陽香・久保埜公二・堀一繁・谷 敬太
    • Organizer
      日本化学会第93回春季年会
    • Place of Presentation
      立命館大学(滋賀)
    • Year and Date
      2013-03-23
    • Related Report
      2012 Final Research Report
  • [Presentation] フェニルアミンで架橋した 3 架橋系カルバゾロファンの合成と性質2012

    • Author(s)
      加藤陽香・大神風子・久保埜公二・堀一繁・谷敬太
    • Organizer
      第23 会基礎有機化学討論会
    • Place of Presentation
      京都テルサ(京都)
    • Year and Date
      2012-09-20
    • Related Report
      2012 Final Research Report
  • [Presentation] 架橋部位に置換基を有する3架橋系カルバゾロファン誘導体の合成と性質2012

    • Author(s)
      大神風子・加藤陽香・久保埜公二・堀一繁・谷 敬太・榊原圭太・辻井敬亘
    • Organizer
      第23会基礎有機化学討論会
    • Place of Presentation
      京都テルサ(京都)
    • Year and Date
      2012-09-20
    • Related Report
      2012 Final Research Report
  • [Presentation] 非対称架橋カルバゾロファン誘導体の光物性と光学分割2012

    • Author(s)
      大神風子・加藤陽香・久保埜公二・堀一繁・谷 敬太・戸田光信・森 直・井上佳久
    • Organizer
      2012 年光化学討論会
    • Place of Presentation
      東京工業大学(東京)
    • Year and Date
      2012-09-07
    • Related Report
      2012 Final Research Report
  • [Presentation] Chiroptical Properties of Partially Overlapped [3.3](3,9) Carbazolophanes2012

    • Author(s)
      Haruka Kato, Fuko Ogami, Risa Imafuku, Kazushige Hori, Koji Kubono, Keita Tani, Yoshito Nakai, Tadashi Mori, Yoshihisa Inoue
    • Organizer
      XXIV IUPAC SYMPOSIUM ON PHOTOCHEMISTRY
    • Place of Presentation
      Coimbra University(ポルトガル)
    • Year and Date
      2012-07-17
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis and Photophysical Properties of Partially Overlapped [3.2](3,9)Carbazolophane Cyanamide Derivative2012

    • Author(s)
      Fuko Ogami, Haruka Kato, Kazushige Hori, Koji Kubono, Keita Tani
    • Organizer
      XXIV IUPAC SYMPOSIUM ON PHOTOCHEMISTRY
    • Place of Presentation
      Coimbra University (ポルトガル)
    • Year and Date
      2012-07-17
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis and Properties of Diaryl Ethene Derivatives Containing Carbazole Group as Hole Transport Moiety2012

    • Author(s)
      Keita Tani, Yu Arima, Koji Kubono, Kazushige Hori, Kenta Goto, Teruo Shinmyozu, Tadatsugu Yamaguchi, Tsuyoshi Tsujioka
    • Organizer
      XXIV IUPAC SYMPOSIUM ON PHOTOCHEMISTRY
    • Place of Presentation
      Coimbra University (ポルトガル)
    • Year and Date
      2012-07-17
    • Related Report
      2012 Final Research Report
  • [Presentation] 部分重なり型[3.2](3,9) カルバゾロファン誘導体の合成と光学分割2012

    • Author(s)
      大神風子・加藤陽香・久保埜公二・堀一繁・谷敬太・仲井義人・森直・井上佳久
    • Organizer
      日本化学会弟 92 春季年会
    • Place of Presentation
      慶応大学(神奈川)
    • Year and Date
      2012-03-26
    • Related Report
      2012 Final Research Report
  • [Presentation] 部分重なり型[3.2](3,9)カルバゾロファン誘導体の合成と光学分割2012

    • Author(s)
      谷敬太
    • Organizer
      日本化学会弟92春季年会
    • Place of Presentation
      慶応大学
    • Year and Date
      2012-03-26
    • Related Report
      2011 Annual Research Report
  • [Presentation] [3.3](3,9)カルバゾロファン誘導体の光学分割とその絶対構造2011

    • Author(s)
      加藤陽香・大神風子・今福理沙・堀一繁・久保埜公二・谷敬太・仲井義人・森直・井上佳久
    • Organizer
      第22回基礎有機化学討論会
    • Place of Presentation
      つくば国際会議場(茨城)
    • Year and Date
      2011-09-22
    • Related Report
      2012 Final Research Report
  • [Presentation] [3.3](3,9)カルバゾロファン誘導体の光学分割とその絶対構造2011

    • Author(s)
      谷敬太
    • Organizer
      第22会基礎有機化学討論会
    • Place of Presentation
      つくば国際会議場
    • Year and Date
      2011-09-22
    • Related Report
      2011 Annual Research Report
  • [Presentation] [3.3](3,9)カルバゾロファン誘導体の光学分割とそれらの性質2011

    • Author(s)
      加藤陽香・大神風子・今福理沙・堀一繁・久保埜公二・谷敬太・仲井義人・森直・井上佳久
    • Place of Presentation
      宮崎市民プラザ(宮崎)
    • Year and Date
      2011-09-07
    • Related Report
      2012 Final Research Report
  • [Presentation] [3.3](3,9)カルバゾロファン誘導体の光学分割とそれらの性質2011

    • Author(s)
      谷敬太
    • Organizer
      2011年光化学討論会
    • Place of Presentation
      宮崎市民プラザ
    • Year and Date
      2011-09-07
    • Related Report
      2011 Annual Research Report
  • [Presentation] カルバゾール二量体の励起三重項状態 (2) 二つの ESR 信号2011

    • Author(s)
      山内清吾・田辺真奈・松岡秀人・谷敬太・山本雅英
    • Place of Presentation
      神奈川大学(神奈川)
    • Year and Date
      2011-03-27
    • Related Report
      2012 Final Research Report
  • [Presentation] [3.3](3,9)カルバゾロファン-スルホンアミド誘導体の光学分割とその性質2011

    • Author(s)
      今福理沙・ 谷 敬太 ・堀 一繁・久保埜公二・仲井義人・森 直・井上佳久
    • Organizer
      第91回日本化学会春季年会
    • Place of Presentation
      神奈川大学(神奈川)
    • Year and Date
      2011-03-26
    • Related Report
      2012 Final Research Report
  • [Presentation] [3.3](3,9)カルバゾロファン-スルホンアミド誘導体の光学分割とその性質2011

    • Author(s)
      谷敬太
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜(神奈川)
    • Year and Date
      2011-03-26
    • Related Report
      2010 Annual Research Report
  • [Presentation] Synthesis and properties of partially overlapped [3.3](3,9)carbazolophane-acceptor dyads2010

    • Author(s)
      K. Tani, K. Hori, K. Kubono, H. Benten, H. Ohkita, S. Ito, and M. Yamamoto
    • Organizer
      Pacifichem 2010
    • Place of Presentation
      Honolulu (アメリカ)
    • Year and Date
      2010-12-17
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis and properties of partially overlapped [3.3](3,9)carbazolophane-acceptor dyads.2010

    • Author(s)
      K.Tani
    • Organizer
      Pacifichem 2010
    • Place of Presentation
      Honolulu (USA)
    • Year and Date
      2010-12-17
    • Related Report
      2010 Annual Research Report
  • [Presentation] フェニル基を有する完全重なり型[3.3](3,9)カルバゾロファンの合成と性質2010

    • Author(s)
      木村雄一郎・石野 誠慈・堀 一繁・久保埜公二・辨天宏明・大北英生・伊藤紳三郎・山本雅英・谷 敬太
    • Organizer
      第21回基礎有機化学討論会
    • Place of Presentation
      名古屋大学(愛知)
    • Year and Date
      2010-09-10
    • Related Report
      2012 Final Research Report 2010 Annual Research Report
  • [Presentation] メチル基を導入したカルバゾール部位を有するジアリールエテン誘導体の合成と性質

    • Author(s)
      谷 敬太
    • Organizer
      2012年光化学討論会
    • Place of Presentation
      東京工業大学
    • Related Report
      2012 Annual Research Report
  • [Presentation] 非対称架橋カルバゾロファン誘導体の光物性と光学分割

    • Author(s)
      谷 敬太
    • Organizer
      2012年光化学討論会
    • Place of Presentation
      東京工業大学
    • Related Report
      2012 Annual Research Report
  • [Presentation] フェニルアミンで架橋した[3.3](3,9)カルバゾロファン誘導体の合成と性質

    • Author(s)
      谷 敬太
    • Organizer
      第23会基礎有機化学討論会
    • Place of Presentation
      第23会基礎有機化学討論会
    • Related Report
      2012 Annual Research Report
  • [Presentation] アミド結合を有するカルバゾロファン誘導体の構造と物性

    • Author(s)
      谷 敬太
    • Organizer
      日本化学会第93回春季年会
    • Place of Presentation
      立命館大学
    • Related Report
      2012 Annual Research Report
  • [Presentation] Synthesis and Photophysical Properties of Partially Overlapped [3.2](3,9)Carbazolophane Cyanamide Derivative

    • Author(s)
      谷 敬太
    • Organizer
      XXIV IUPAC SYMPOSIUM ON PHOTOCHEMISTRY
    • Place of Presentation
      Coimbra University
    • Related Report
      2012 Annual Research Report
  • [Presentation] Chiroptical Properties of Partially Overlapped [3.3](3,9) Carbazolophanes

    • Author(s)
      谷 敬太
    • Organizer
      XXIV IUPAC SYMPOSIUM ON PHOTOCHEMISTRY
    • Place of Presentation
      Coimbra University
    • Related Report
      2012 Annual Research Report
  • [Book] フォトクロミズムの新展開と光メカニカル機能材料2011

    • Author(s)
      谷 敬太, 久保埜公二, 辻岡 強
    • Publisher
      シーエムシー出版
    • Related Report
      2012 Final Research Report
  • [Book] 第1章ジアリールエテンの極限機能8キャリア移動部位を有するジアリールエテン誘導体のフォトクロミズムとその電気的特性2011

    • Author(s)
      谷敬太
    • Total Pages
      337
    • Publisher
      シーエムシー出版
    • Related Report
      2011 Annual Research Report
  • [Remarks]

    • URL

      http://ir.lib.osaka-kyoiku.ac.jp/dspace/

    • Related Report
      2012 Final Research Report

URL: 

Published: 2010-08-23   Modified: 2019-07-29  

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