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2013 Fiscal Year Final Research Report

Construction of Supramolecular Architectures Composed of pi-Molecules Conducting Reversible Disc-bowl transformation

Research Project

  • PDF
Project/Area Number 24655031
Research Category

Grant-in-Aid for Challenging Exploratory Research

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

Principal Investigator

HISAKI Ichiro  大阪大学, 工学(系)研究科(研究院), 助教 (90419466)

Co-Investigator(Renkei-kenkyūsha) MIYATA Mikiji  大阪大学, 産業技術研究所, 招聘教授 (90029322)
TOHNAI Norimitsu  大阪大学, 大学院工学研究科, 准教授 (30346184)
Project Period (FY) 2012-04-01 – 2014-03-31
Keywords超分子化学 / 結晶工学 / パイ共役環状化合物 / アヌレン
Research Abstract

Pi-conjugated systems which are capable of undergoing reversible disc-to-bowl structural changes are expected to change a nature of pi-electrons delocalized on the molecular plane. Supramolecular architecture build from such systems must allow to develop new functional materials. A cyclic pi-conjugated system composed of benzene rings and acetylene units, so called dehydrobenzoannulene (DBA) is one of candidates for the above mentioned system because DBA is known to undergo disc-to-bowl structural changes upon coordination of metals such as Co. In this work, we synthesized DBA derivatives with various substituent groups and revealed their assembly structures by X-ray crystallography.

  • Research Products

    (16 results)

All 2014 2013 2012 Other

All Journal Article (7 results) (of which Peer Reviewed: 7 results) Presentation (8 results) (of which Invited: 2 results) Remarks (1 results)

  • [Journal Article] Formation of Hydrogen-Bond Assisted Coaxially pi-Stacked Dimer of Hexadehydrotribenzo[12]annulene ([12]DBA) Derivative2014

    • Author(s)
      Ichiro Hisaki, Keisuke Osaka, Hajime Shigemitsu, Norimitsu Tohnai, and Mikiji Miyata
    • Journal Title

      Chem. Lett.

      Volume: (in press)

    • Peer Reviewed
  • [Journal Article] Effects of ortho-Phenyl Substitution on Molecular Arrangements of Octadehydrodibenzo[12]- annulene2014

    • Author(s)
      Ichiro Hisaki, Noriko Manabe, Keisuke Osaka, Akinori Saeki, Shu Seki, Norimitsu Tohnai, and Mikiji Miyata
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: 87 Pages: 323-333

    • DOI

      10.1246/bcsj.20130279

    • Peer Reviewed
  • [Journal Article] Crystalline Supramolecular Nanofibers Based on Dehydrobenzoannulene Derivatives2013

    • Author(s)
      Hajime Shigemitsu, Ichiro Hisaki, Eriko Kometani, Daisuke Yasumiya, Yuu Sakamoto, Keisuke Osaka, Tejender S. Thakur, Akinori Saeki, Shu Seki, Fumiko Kimura, Tsunehisa Kimura, Norimitsu Tohnai and Mikiji Miyata
    • Journal Title

      Chem. Eur. J

      Volume: 19 Pages: 15366-15377

    • DOI

      10.1002/chem.201301967

    • Peer Reviewed
  • [Journal Article] Ultrasound Triggered Structural Conversion of Supramolecular Nanofibers Associated with Drastic Change of Electric Property2013

    • Author(s)
      Hajime Shigemitsu, Ichiro Hisaki, Hirofumi Senga, Daisuke Yasumiya, Tejender S. Thakur, Akinori Saeki, Shu Seki, Kazunori Nakano, Norimitsu Tohnai and Mikiji Miyata
    • Journal Title

      Chem. Asian J

      Volume: 8 Pages: 1372-1376

    • DOI

      10.1002/asia.201300258

    • Peer Reviewed
  • [Journal Article] Interactions Between Dehydrobenzo[12]- annulene (DBA) and Gas Molecules : Do the Preorganized Acetylenes Work Cooperatively?2012

    • Author(s)
      Ichiro Hisaki, Daisuke Yasumiya, Hajime Shigemitsu, Seiji Tsuzuki, Norimitsu Tohnai and Mikiji Miyata
    • Journal Title

      Phys. Chem. Chem. Phys.

      Volume: 14 Pages: 13918-13921

    • DOI

      10.1039/c2cp43091f

    • Peer Reviewed
  • [Journal Article] Guest-Dependent Structural Transformation of Dehydrobenzoannulene Inclusion Crystals Composed ofπ-Stacked Parallelogram Columnar Motifs2012

    • Author(s)
      Hajime Shigemitsu, Ichiro Hisaki, Eriko Kometani, Norimitsu Tohnai, and Mikiji Miyata
    • Journal Title

      Chem. Lett.

      Volume: 41 Pages: 1535-1537

    • DOI

      10.1246/cl.2012.1535

    • Peer Reviewed
  • [Journal Article] Crystal Structure of Quinine : Unignorable Affects of Vinyl and Methoxy Groups on Molecular Assemblies of Cinchona Alkaloids2012

    • Author(s)
      Ichiro Hisaki, Eri Hiraishi, Toshiyuki Sasaki, Hideo Orita, Seiji Tsuzuki, Norimitsu Tohnai, and Mikiji Miyata
    • Journal Title

      Chem. Asian J

      Volume: 7 Pages: 2607-2614

    • DOI

      10.1002/asia.201200566

    • Peer Reviewed
  • [Presentation] Crystalline Supramolecular Nanofibers Based on Dehydrobenzo- annulene Derivatives2014

    • Author(s)
      Ichiro Hisaki
    • Organizer
      日本化学会第94春季年会(Asian International Symposium on Organic Crystals)
    • Place of Presentation
      名古屋
    • Year and Date
      2014-03-29
    • Invited
  • [Presentation] Solid-state Supramolecular Assemblies Based on Dehydrobenzo- annulene2013

    • Author(s)
      Ichiro Hisaki
    • Organizer
      China-Japan Joint Symposium on Functional Supramolecular Architectures
    • Place of Presentation
      蘇州、中国
    • Year and Date
      2013-10-27
    • Invited
  • [Presentation] メチルエステル置換した非中心対称性アヌレンによる結晶性ナノファイバーの構築2013

    • Author(s)
      久木一朗
    • Organizer
      第60回応用物理学会春季学術講演会
    • Place of Presentation
      神奈川
    • Year and Date
      2013-03-29
  • [Presentation] アリール置換によるオクタデヒドロ[12]アヌレンの積層構造制御2013

    • Author(s)
      久木一朗
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀
    • Year and Date
      2013-03-23
  • [Presentation] 分子モジュール法を用いた連結デヒドロベンゾ[12]アヌレンの合成とその超分子集合2013

    • Author(s)
      小坂圭亮
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀
    • Year and Date
      2013-03-23
  • [Presentation] アセチレンを明確な幾何配置に固定した環状共役分子の気体分子に対する親和性2012

    • Author(s)
      久木一朗
    • Organizer
      第23回基礎有機化学討論会
    • Place of Presentation
      京都
    • Year and Date
      2012-09-21
  • [Presentation] Porous Crystalline Architectures Based on Triangular Dehydrobenzoannulene Derivatives2012

    • Author(s)
      久木一朗
    • Organizer
      Gordon Research Conference on Crystal Engineering
    • Place of Presentation
      ニューハンプシャーUSA
    • Year and Date
      2012-06-11
  • [Presentation] Construction of One- Dimensionallyπ-Stacked Assemblies with Inclusion Channels via Symmetry Decreasing Crystallization of C3 Discotic Molecules2012

    • Author(s)
      久木一朗
    • Organizer
      61st SPSJ Annual Meeting
    • Place of Presentation
      神奈川
    • Year and Date
      2012-05-31
  • [Remarks]

    • URL

      http://www.mls.eng.osaka-u.ac.jp/~mol_rec/

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Published: 2015-06-25  

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