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

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  • Chirality Sensing based on Changes in Conformation of Dynamic Terephthalamide Hosts: Propeller-, Double-arm-, and Figure-of-eight-shaped Hosts
  • テレフタルアミド ノ コウゾウ ヘンカ ニ モトズク ドウテキ ホスト ブンシ ニ ヨル キラリティセンシング : プロペラガタ · ダブルアームガタ · 8 ノ ジガタ ホスト

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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 syn 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 syn 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.

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