Design and Synthesis of New Chiral Calix[4]arenes as Liquid Phase Extraction Agents for α-Amino Acid Methylesters and Chiral α-Amines

Article

DOI: 10.1007/s10847-005-0697-8

Cite this article as:
Tabakci, M., Tabakci, B. & Yilmaz, M. J Incl Phenom Macrocycl Chem (2005) 53: 51. doi:10.1007/s10847-005-0697-8

Abstract

The article describes the synthesis and extraction properties of new (S)-(-)-1-phenylethylamine substituted p-tert-butylcalix[4]arene/calix[4]arene. These compounds have been synthesized via nucleophilic substitution reactions involving 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetra(2-hydroxyethoxy)calix[4]arene (4a), or 5,11,17,23-tetra-H-25,26,27,28-tetra(2-hydroxyethoxy)calix[4]arene (4b) with (S)-(-)-1-phenylethylamine in dry THF. The extraction properties of ligands 5a and 5b towards the some selected α-amino acid methylesters and chiral α-amines are also reported. It has been observed that receptor 5a was an excellent ionophore for α-amino acid methylesters/α-amines and good extractant than 5b. However, both of the ligands did not display any selectivity towards the configurations of this species.

Keywords

amino acid methylesters calixarene chiral separation extraction 

Copyright information

© Springer 2005

Authors and Affiliations

  • Mustafa Tabakci
    • 1
  • Begum Tabakci
    • 1
  • Mustafa Yilmaz
    • 1
  1. 1.Department of ChemistrySelçuk UniversityKonyaTurkey

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