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

Hydrogen bonded foldamer-bridged biscoumarins:A UV-Vis absorption and fluorescent study of the solvent effect
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摘要 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. 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 conforma- tions exist in most solvents, but do not exist or are very weak in DMF and DMSO.
出处 《Chinese Science Bulletin》 SCIE EI CAS 2010年第25期2870-2878,共9页
基金 supported by the National Natural Science Foundation of China (20732007,20621062,20672137,20872167) the National Basic Research Program of China (2007CB808001) the Science and Technology Commission of Shanghai Municipality (09XD14-05300)
关键词 紫外可见吸收光谱 分子内氢键 溶剂效应 荧光光谱 极性化合物 螺旋构象 DMSO 衍生物 coumarin, foldamer, hydrogen bonding, UV-Vis absorption, fluorescence, solvent polarity
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参考文献25

  • 1Li Z T, Hou J L, Li C. Peptide mimics by linear arylamides: A structural and functional diversity test. Acc Chem Res, 2008, 41: 1343-1353.
  • 2Gong B. Hollow crescents, helices, and macrocycles from enforced folding and folding-assisted macrocyclization. Acc Chem Res, 2008, 41:1376-1386.
  • 3Li Z T, Hou J L, Li C, et al. Shape-persistent aromatic amide oligomers: new tools for supramolecular chemistry. Chem Asian J, 2006, 1 : 766-778.
  • 4Huc I. Aromatic oligoamide foldamers. Eur J Org Chem, 2004, 17- 29.
  • 5Hamuro Y, Geib S J, Hamilton D. Novel folding patterns in a family of oligoanthranilamides: Non-peptide oligomers that form extended helical secondary structures. J Am Chem Soc, 1997, 119: 10587- 10593.
  • 6Zhu J, Parra R D, Gong B, et al. A new class of folding oligomers: Crescent oligoamides. J Am Chem Soc, 2000, 122:4219-4220.
  • 7Jiang H, Leger J M, Huc I. Aromatic δ-peptides. J Am Chem Soc, 2003, 125:3448-3449.
  • 8Hou J L, Shao X B, Li Z T, et al. Hydrogen bonded oligohydrazide foldamers and their recognition for saccharides. J Am Chem Soc, 2004, 126:12386-12394.
  • 9Hu Z Q, Hu H Y, Chen C F. Phenanthroline dicarboxamide-based helical foldamers: Stable helical structures in methanol. J Org Chem, 2006, 71:1131-1138.
  • 10Gan Q, Huc I, Jiang H, et al. Quadruple and double helices of 8- fluoroquinoline oligoamides. Angew Chem Int Ed, 2008, 47:1715 -1718.

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