Synthesis, structure, and complexation properties of tetraamide derivatives of thiacalix[4]arene in different conformations

Abstract

The interaction of p-tert-butylthiacalix[4]arene with N,N- diethylchloroacetamide was studied in the presence of alkali metal carbonates in acetone. Three stereoisomers, viz., cone, partial cone, and 1,3-alternate, of the tetraamide derivative of thiacalixarene substituted at the lower rim were synthesized selectively using the template effect of alkali metal cations, as well as a complex of the 1,3-alternate stereoisomer with potassium chloride. The structures of the compounds synthesized were studied by 2D NMR spectroscopy. A high extraction ability of the compounds toward alkali metal cations was demonstrated. © 2005 Springer Science+Business Media, Inc.