テレフタルアミドの構造変化に基づく動的ホスト分子によるキラリティセンシング : プロペラ型・ダブルアーム型・8の字型ホスト Chirality Sensing based on Changes in Conformation of Dynamic Terephthalamide Hosts : Propeller-, Double-arm-, and Figure-of-eight-shaped Hosts

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This article describes the chirality sensing systems based on changes in conformation of dynamic terephthalamide hosts from a nonhelical form to a helical form with biasing to prefer one handedness upon complexation with a chiral guest through supramolecular transmission of chirality. The <i>syn</i> form is endowed with the ability to capture a ditopic guest through hydrogen bonds at the amide carbonyls; thus in a complexed state, a strong CD signal is produced thanks to a helical conformation induced by the conformational change and a biased handedness. Attachment of chirality to the terephthalamide host itself leads to an intrinsic preference in the sense of dynamic helicity in a helical <i>syn</i> form. Cooperative transmission of chiralities within the host and from the guest enables to further design an advanced sensing system with stereospecific chiroptical modulation, based on a stereospecific change in conformation of the chiral dynamic host upon complexation with a pair of enantiomeric guests.

収録刊行物

  • 有機合成化学協会誌

    有機合成化学協会誌 70(6), 640-650, 2012-06-01

    社団法人 有機合成化学協会

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各種コード

  • NII論文ID(NAID)
    10030766117
  • NII書誌ID(NCID)
    AN0024521X
  • 本文言語コード
    JPN
  • 資料種別
    ART
  • ISSN
    00379980
  • NDL 記事登録ID
    023824630
  • NDL 請求記号
    Z17-256
  • データ提供元
    CJP書誌  NDL  J-STAGE 
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