jo300063u_si_001.cif (18.99 kB)
A 1,4-Diphenyl-1,2,3-Triazole-Based β-Turn Mimic Constructed by Click Chemistry
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posted on 2012-05-04, 00:00 authored by Chun-Fang Wu, Xin Zhao, Wen-Xian Lan, Chunyang Cao, Jin-Tao Liu, Xi-Kui Jiang, Zhan-Ting LiA series of 1,4-diphenyl-1,2,3-triazole-incorporated
amide derivatives
have been designed and prepared. X-ray crystallographic and (1D and
2D) 1H NMR studies reveal that these compounds fold into
stable U-shaped conformations driven by three-center intramolecular
C–H···O hydrogen-bonding formed between the
triazole C-5 H atom and the two ether O atoms. Such folded structures
make this 1,4-diphenyl-1,2,3-triazole skeleton a good candidate to
be used as β-turn mimic. To prove this, the formation of a β-hairpin
structure induced by this β-turn motif has been further demonstrated.
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