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Influence of Positional Isomerism on the Chiroptical Properties of Functional Aromatic Oligoamide Foldamers

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  • معلومة اضافية
    • Contributors:
      Chimie et Biologie des Membranes et des Nanoobjets (CBMN); École Nationale d'Ingénieurs des Travaux Agricoles - Bordeaux (ENITAB)-Institut de Chimie du CNRS (INC)-Université de Bordeaux (UB)-Centre National de la Recherche Scientifique (CNRS); Institut des Sciences Moléculaires (ISM); Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
    • الموضوع:
      2021
    • نبذة مختصرة :
      A series of functionalized quinoline-based aromatic oligoamide foldamers were prepared in their two enantiomeric forms, comprising an enantiopure terminal camphanyl chiral inducer, which governed the adjacent (P-/M-) helical-handedness. Hierarchical chirality transfer was further investigated in chromophore-appended variants via a range of electronic and vibrational spectroscopic techniques, including circularly polarized luminescence, vibrational circular dichroism and fluorescence. Intense total and polarized photoluminescence (up to phi(lum)=0.39, g(lum)=1.5x10(-3)) was observed in the visible region from these modular multicomponent architectures and a significant influence of positional isomerism was evidenced. The optimal position of a fluorophore substituent on the quinoline hexamers was determined as being position 2 over position 6, as stronger chiroptical features were systematically observed with the 2-positioned derivatives.
    • ISSN:
      2192-6506
    • Rights:
      OPEN
    • الرقم المعرف:
      edsair.doi.dedup.....78ca0bc7515ce1900dbd5b4394269a92