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2009 Fiscal Year Final Research Report

Construction and dynamic structural control of hydrindacene-based macrocycles with dimensionally ordered array of functionalities

Research Project

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Project/Area Number 20750024
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionHokkaido University

Principal Investigator

KAWAI Hidetoshi  Hokkaido University, 大学院・理学研究院, 助教 (50322798)

Project Period (FY) 2008 – 2009
Keywords構造有機化学 / 化学合成 / マクロサイクル / 動的挙動 / X線構造 / 分子認識 / ナノチューブ
Research Abstract

Macrocycles having preorganized, defined cavities and structures of molecular dimensions have attracted great interest due to their novel properties and potential applications. We successfully constructed novel belt-shaped macrocycles with direction-persistent peripheral functionalities in both horizontal and vertical directions to the macrocyclic backbone by using hydrindacene derivatives.

  • Research Products

    (16 results)

All 2010 2009 2008

All Journal Article (9 results) (of which Peer Reviewed: 8 results) Presentation (6 results) Book (1 results)

  • [Journal Article] Drastic change in racemization barrier upon redox reactions: Novel chiral-memory units based on dynamic redox systems2010

    • Author(s)
      T.Suzuki, K.Wada, Y.Ishigaki, Y.Yoshimoto, E.Ohta, H.Kawai, K.Fujiwara
    • Journal Title

      Chem.Commun. vol.46(印刷中)

    • URL

      DOI:10.1039/c0cc00026d

    • Peer Reviewed
  • [Journal Article] Dynamic molecular propeller: Supramolecular chirality sensing by enhanced chiroptical response through the transmission of point chirality to mobile helicity2009

    • Author(s)
      R.Katoono, H.Kawai, K.Fujiwara, T.Suzuki
    • Journal Title

      J.Am.Chem.Soc. vol.131,No.46

      Pages: 16896-16904

    • Peer Reviewed
  • [Journal Article] Multi-input-multi-output molecular response system based on dynamic redox behavior of 3, 3, 4, 4-tetraaryldihydro[5]helicene derivatives: Reversible formation/ destruction of chiral fluorophore and modulation of chiroptical properties by solvent polarity2009

    • Author(s)
      T.Suzuki, Y.Ishigaki, T.Iwai, H.Kawai, K.Fujiwara, H.Ikeda, Y.Kano, K.Mizuno
    • Journal Title

      Chem.Eur.J. vol.15,No.37

      Pages: 9434-9441

    • Peer Reviewed
  • [Journal Article] Negligible diradical character for the ultralong C-C bond in 1, 1, 2, 2- tetraarylpyracene derivatives2009

    • Author(s)
      T.Takeda, H.Kawai, R.Herges, E.Mucke, Y.Sawai, K.Murakoshi, K.Fujiwara, T.Suzuki
    • Journal Title

      Tetrahedron Lett. vol.50,No.26

      Pages: 3693-3697

    • Peer Reviewed
  • [Journal Article] Intramolecular methylacridan-methylacridinium complexes with a phenanthrene-4, 5-diyl or related skeleton: Geometry-properties relationship in isolable C-H bridged carbocations2009

    • Author(s)
      T.Suzuki, Y.Yoshimoto, T.Takeda, H.Kawai, K.Fujiwara
    • Journal Title

      Chem.Eur.J. vol.15,No.9

      Pages: 2210-2216

    • Peer Reviewed
  • [Journal Article] "動的共有結合"で分子の動きを制御する2009

    • Author(s)
      河合英敏, 梅原健志
    • Journal Title

      現代化学 vol.455,No.2

      Pages: 30-35

  • [Journal Article] Entropy- and hydrolytic-driven positional switching of macrocycle between imine- and hydrogen-bonding stations in rotaxane-based molecular shuttles2008

    • Author(s)
      T.Umehara, H.Kawai, K.Fujiwara, T.Suzuki
    • Journal Title

      J.Am.Chem.Soc. vol.130,No.42

      Pages: 13981-13988

    • Peer Reviewed
  • [Journal Article] Designed molecular propellers based on tetraarylterephthalamide and their chiroptical properties induced by biased helicity through transmission of point chirality2008

    • Author(s)
      R.Katoono, H.Kawai, K.Fujiwara, T.Suzuki
    • Journal Title

      Chem.Commun. No.40

      Pages: 4906-4908

    • Peer Reviewed
  • [Journal Article] Ultralong carbon-carbon bonds in dispirobis(10- methylacridan) derivatives with the acenaphthene, pyracene, or dihydropyracylene skeleton2008

    • Author(s)
      H.Kawai, T.Takeda, K.Fujiwara, M.Wakeshima, Y.Hinatsu, T.Suzuki
    • Journal Title

      Chem.Eur.J. vol.14,No.19

      Pages: 5780-5793

    • Peer Reviewed
  • [Presentation] 3次元的な構造修飾性を有するブタジイン架橋ヒドリンダセンマクロサイクルの構築とその物性2010

    • Author(s)
      河合英敏
    • Organizer
      化学系学協会北海道支部2010年冬季研究発表会
    • Place of Presentation
      札幌
    • Year and Date
      2010-01-27
  • [Presentation] 回転軸を有する光学活性ヒドリンダセン2量体の構築とその機能開発2010

    • Author(s)
      河合英敏
    • Organizer
      化学系学協会北海道支部2010年冬季研究発表会
    • Place of Presentation
      札幌
    • Year and Date
      2010-01-27
  • [Presentation] Construction of Imine-bridged Rotaxanes and Their Dynamic Equilibrium: Structural Effects of Imine-bridging Station and Macrocycle2009

    • Author(s)
      H.Kawai
    • Organizer
      The IV joint International Symposium on Macrocyclic & Supramolecular Chemistry (ISMSC-2009)
    • Place of Presentation
      Maastricht
    • Year and Date
      2009-06-22
  • [Presentation] ヒドリンダセン-2, 6-ジカルボニトリル誘導体を双極回転子として有するマクロサイクルの構築とその回転配向制御2008

    • Author(s)
      河合英敏
    • Organizer
      第19回基礎有機化学討論会
    • Place of Presentation
      大阪
    • Year and Date
      2008-10-03
  • [Presentation] Entropy- and Hydrolytic-Driven Positional Switching of Macrocycle between Imine- and Hydrogen-Bonding Stations in Rotaxane-Based Molecular Shuttles2008

    • Author(s)
      河合英敏
    • Organizer
      Yamada Conference: Topological Molecules
    • Place of Presentation
      Awaji
    • Year and Date
      2008-09-03
  • [Presentation] ロタキサン分子シャトルにおけるエントロピー駆動スイッチング:イミン結合と水素結合の競争的利用2008

    • Author(s)
      河合英敏
    • Organizer
      第3回ホスト・ゲストシンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2008-05-31
  • [Book] Strained Hydrocarbons: Beyond the van't Hoff and Le Bel Hypothesis(H.Dodziuk, Ed.)2009

    • Author(s)
      T.Suzuki, T.Takeda, H.Kawai, K.Fujiwara, (H.Dodziuk, Ed.)
    • Total Pages
      492,70-82
    • Publisher
      WILEY-VCH

URL: 

Published: 2011-06-18   Modified: 2016-04-21  

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