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2013 Fiscal Year Final Research Report

Design of novel chirality of macrocyclic compound bearing heteroaromatic biaryls

Research Project

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Project/Area Number 24655083
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionKobe University

Principal Investigator

MORI Atsunori  神戸大学, 工学(系)研究科(研究院), 教授 (90210111)

Project Period (FY) 2012-04-01 – 2014-03-31
Keywords分子不斉 / ヘテロ芳香族 / キラルHPLC / CHホモカップリング / 閉環メタセシス / イミダゾール / チオフェン / X線結晶構造解析
Research Abstract

Design of winding-vine-shaped organic molecule was carried out. The obtained compound was found to show molecular asymmetry, which is a molecule with no carbogenic chiral center. Imidazole derivatives as a nitrogen-containing heteroaromatic compound was subjected to CH homocoupling reaction and following ruthenium-catalyzed ring-closing metathesis leading to the compounds showing molecular asymmetry. The structure of the obtained molecule was confirmed by X-ray structure analysis and its chirality was revealed by HPLC analysis with a chiral column. Separation of both enantiomers were also achievled by the resolution with a preparative chiral column. The related compound of molecular asymmetry was also prepared with a thiophene derivative, which was a heteroaromatic compound bearing a sulfur atom.

  • Research Products

    (11 results)

All 2014 2013 2012 Other

All Journal Article (4 results) (of which Peer Reviewed: 4 results) Presentation (6 results) (of which Invited: 2 results) Remarks (1 results)

  • [Journal Article] Synthesis and properties of regioregular poly(3-substituted thiophene) bearing disiloxane moiety in the substituent. Remarkably high solubility in hexane2014

    • Author(s)
      Atsunori Mori, Kenji Ide, Shunsuke Tamba, Satoru Tsuji, Yuka Toyomori, Takeshi Yasuda
    • Journal Title

      Chemistry Letters

      Volume: 41巻(印刷中)

    • Peer Reviewed
  • [Journal Article] Studies on the preference of multiple coupling in the introduction of thiophene ring into poly-halogenated aromatic compounds with nickel NHC catalyst2013

    • Author(s)
      Shota Tanaka, Go Tatsuta, Atsushi Sugie, Atsunori Mori
    • Journal Title

      Tetrahedron Letters

      Volume: 54巻 Pages: 1976-1979

    • Peer Reviewed
  • [Journal Article] Copper-catalyzed oxidative C?H, N?H coupling of azoles and thiophenes2012

    • Author(s)
      Shinobu Mitsuda, Taiki Fujiwara, Katsuyoshi Kimigafukuro, Daiki Monguchi, Atsunori Mori
    • Journal Title

      Tetrahedron

      Volume: 68巻 Pages: 3585-3595

    • Peer Reviewed
  • [Journal Article] Axially chiral macrocyclic E-alkene bearing bisazole component formed by sequential C?H homocoupling and ring-closing metathesis2012

    • Author(s)
      Shotaro Nishio, Takashi Somete, Atsushi Sugie, Tohru Kobayashi, Tsuyoshi Yaita, Atsunori Mori
    • Journal Title

      Organic Letters

      Volume: 14巻 Pages: 2476-2479

    • Peer Reviewed
  • [Presentation] ヘテロ芳香族化合物のCHカップリング反応新反応開発から応用まで2013

    • Author(s)
      森敦紀
    • Organizer
      神戸薬科大学学術講演会
    • Place of Presentation
      神戸薬科大学
    • Year and Date
      2013-12-19
    • Invited
  • [Presentation] 軸性不斉イミダゾール骨格を有する大環状化合物の合成2013

    • Author(s)
      岡山陽一,辻悟,西尾正太郎,染手隆志,杉江敦司,小林徹,矢板毅,森敦紀
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      学習院大学
    • Year and Date
      2013-09-06
  • [Presentation] 軸性不斉ビチオフェン骨格を有する大環状化合物の合成2013

    • Author(s)
      辻悟,光田紫乃布,岡山陽一,杉江敦司,小林徹,宮崎有史,矢板毅,森敦紀
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      学習院大学
    • Year and Date
      2013-09-06
  • [Presentation] ビチオフェン骨格をもつ大環状アルケンのE選択的合成2013

    • Author(s)
      辻悟,光田紫乃布,岡山陽一,杉江敦司,森敦紀
    • Organizer
      第33回有機合成若手セミナー
    • Place of Presentation
      神戸大学
    • Year and Date
      2013-08-02
  • [Presentation] C-H coupling reactions of heteroaromatic compounds by transition-matal catalysis2013

    • Author(s)
      Atsunori Mori
    • Organizer
      4th International conference for Young Chemists
    • Place of Presentation
      マレーシア
    • Year and Date
      2013-02-01
    • Invited
  • [Presentation] ビスアゾール誘導体の閉環メタセシスによるE型大環状アルケンの合成と軸性不斉の発現2012

    • Author(s)
      辻悟,森敦紀
    • Organizer
      第39回有機反応懇談会
    • Place of Presentation
      関西大学
    • Year and Date
      2012-08-03
  • [Remarks]

    • URL

      http://seesaawiki.jp/w/moriorg3/d/Topics?wiki_id=45657

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Published: 2015-06-25  

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