Synthesis, Crystal Structure and Separation Performance of p-tert-butyl(tetradecyloxy)calix[6]arene

Acta Chim Slov. 2022 Mar 15;69(1):227-234. doi: 10.17344/acsi.2021.7218.

Abstract

This work describes the investigation of separation performance of the p-tert-butyl(tetradecyloxy)calix[6]arene (C6A-C10-OH) as stationary phase for gas chromatography (GC) separations. Its structure was characterized by IR, 1H NMR, 13C NMR, MS and single-crystal X-ray diffraction analysis. The C6A-C10-OH column shows good separation capacity for aliphatic, aromatic and cis-/trans- isomers. Especially, it exhibits multiple molecular recognition interactions for the analytes with a wide range of polarity, including dispersion, π-π, H-bonding and dipole-dipole interactions. The present work provides experimental and theoretical basis for the designing of the new calixarene stationary phases in GC analyses.

Keywords: Calixarene; crystal structure; separation performance.

MeSH terms

  • Calixarenes*
  • Chromatography, Gas / methods
  • Isomerism
  • Phenols

Substances

  • Phenols
  • calix(6)arene
  • Calixarenes