Synthesis and chiral recognition properties of two novel chiral calix[4]arene tartaric ester derivatives

Karakucuk A., Durmaz M., Sirit A., Yilmaz M., Demir A. S.

TETRAHEDRON-ASYMMETRY, vol.17, no.13, pp.1963-1968, 2006 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 17 Issue: 13
  • Publication Date: 2006
  • Doi Number: 10.1016/j.tetasy.2006.07.011
  • Journal Name: TETRAHEDRON-ASYMMETRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1963-1968
  • Middle East Technical University Affiliated: Yes

Abstract

Two new chiral calix[4]arene derivatives containing tartaric acid ester moieties were synthesized. The chiral calix[4]arenes are in a 'cone' conformation according to NMR spectroscopy. The chiral recognition capabilities of 1-4 toward the guests, 1,2-propanediol and serine methyl ester hydrochloride (SerOMe), were investigated (H-1 NMR spectroscopy). The extraction properties of compounds 1 and 2 toward selected alpha-amino acid methyl esters were also studied. (c) 2006 Elsevier Ltd. All rights reserved.