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Hydrogen bonded foldamer-bridged biscoumarins: A UV-Vis absorption and fluorescent study of the solvent effect

  • Article
  • Organic Chemistry
  • Published:
Chinese Science Bulletin

Abstract

Three arylamide-bridged biscoumarin derivatives 1–3 have been designed and prepared. Compounds 1 and 2 are induced by the intramolecular N-H…O and N-H…F hydrogen bonding to possess a helical conformation, and 3 is induced to have an extended conformation. A comparison of their absorption and fluorescent spectra in a variety of solvents of a wide range of polarity with those of control compound 4 reveals that, for foldamers 1 and 2, the intramolecular hydrogen bonding and the helical conformations exist in most solvents, but do not exist or are very weak in DMF and DMSO.

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Authors and Affiliations

  1. Henan Institute of Chemistry, Zhengzhou, 450002, China

    ZhengQuan Lu

  2. State Key Laboratory of Bio-Organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China

    YuanYuan Zhu, JianBin Lin, XiKui Jiang & ZhanTing Li

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  1. ZhengQuan Lu
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  2. YuanYuan Zhu
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  3. JianBin Lin
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  4. XiKui Jiang
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Correspondence to ZhanTing Li.

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Lu, Z., Zhu, Y., Lin, J. et al. Hydrogen bonded foldamer-bridged biscoumarins: A UV-Vis absorption and fluorescent study of the solvent effect. Chin. Sci. Bull. 55, 2870–2878 (2010). https://doi.org/10.1007/s11434-010-3132-5

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  • DOI: https://doi.org/10.1007/s11434-010-3132-5

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