Synthesis of hybrid calix[6]arenes having both methylene and epithio bridging groups

Mono-, tri-, and tetra-thiacalix[6]arene were obtained by acid-catalyzed condensation of the corresponding tetramer and dimer derivatives of p-tert-butylphenol bridged by methylene or sulfur. Replacement of CH2 by sulfur has significant effect on the properties of calix[6]arene such as the strength of intramolecular hydrogen bonding, inclusion ability toward organic molecules, and conformation properties.