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Calix[2]triazole[2]arenes; A Class of Hybrid Heterocalixarenes
Author(s) -
Cho Jihee,
Lee Seokwoo,
Hwang Soonho,
Kim Sang Hoon,
Kim Jong Seung,
Kim Sanghee
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201300401
Subject(s) - chemistry , intramolecular force , nitrogen atom , triazole , hydrogen bond , click chemistry , copper , 1,2,3 triazole , combinatorial chemistry , stereochemistry , group (periodic table) , polymer chemistry , molecule , organic chemistry
A series of calix[2]triazole[2]arenes, which are members of the heterocalixarene family, were generated by copper(I)‐catalyzed Huisgen reaction in a one‐pot synthesis. Their various conformational structures and physical properties were characterized by a computational, NMR spectroscopic, and X‐ray structural investigation. Among six conformations, the 1,2‐alternate conformation was found to be the most stable due to two intramolecular hydrogen bonds between the phenolic hydroxyl group and the triazole nitrogen atom.