Calix[2]triazole[2]arenes; A class of hybrid heterocalixarenes

Jihee Cho, Seokwoo Lee, Soonho Hwang, Sang Hoon Kim, Jong Seung Kim, Sanghee Kim

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

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. A series of calix[2]triazole[2]arenes, members of the heterocalixarene family, were synthesized and their various conformational structures were characterized on the basis of their X-ray crystal structures and NMR spectra.

Original languageEnglish
Pages (from-to)4614-4623
Number of pages10
JournalEuropean Journal of Organic Chemistry
Issue number21
DOIs
Publication statusPublished - 2013 Jul

Keywords

  • Calixarenes
  • Click chemistry
  • Conformation analysis
  • Structure elucidation
  • Supramolecular chemistry

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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