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 journalArticle

10 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 1

Fingerprint

Triazoles
nuclear magnetic resonance
Conformations
Nuclear magnetic resonance
nitrogen atoms
X rays
x rays
physical properties
hydrogen bonds
copper
Hydroxyl Radical
crystal structure
Copper
Hydrogen bonds
Nitrogen
synthesis
Physical properties
Crystal structure
Atoms

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Calix[2]triazole[2]arenes; A class of hybrid heterocalixarenes. / Cho, Jihee; Lee, Seokwoo; Hwang, Soonho; Kim, Sang Hoon; Kim, Jong Seung; Kim, Sanghee.

In: European Journal of Organic Chemistry, No. 21, 01.07.2013, p. 4614-4623.

Research output: Contribution to journalArticle

Cho, Jihee ; Lee, Seokwoo ; Hwang, Soonho ; Kim, Sang Hoon ; Kim, Jong Seung ; Kim, Sanghee. / Calix[2]triazole[2]arenes; A class of hybrid heterocalixarenes. In: European Journal of Organic Chemistry. 2013 ; No. 21. pp. 4614-4623.
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