Thiacalix[4]arenes with triple bonds at the lower rim: Synthesis and structure

Abstract

Reaction of thiacalixarenes with propargyl bromide in the presence of potassium or cesium carbonates leads mainly to mixture of the corresponding tetrasubstituted derivatives adopting 1,3-alternate and partial cone conformations. Sodium salts like carbonate and hydride are not effective as the base for the etherification of lower rim of thiacalix[4]- arenes by propargyl bromide. It was established that propargyl derivatives of thiacalix[4]arenes are in conformational exchange between forms due rotation of one aryl ring. © ISUCT Publishing.