Benzoyl-Substituted Tetrathia[1.1.1.1]metacyclophanes: High-Yield Synthesis, Crystal Structure, and Redox Properties

We report a high-yield synthesis of 3,5,17,19-tetrakis(4′-alkylbenzoyl)-1,8,15,22-tetrathia[1.1.1.1]metacyclophanes 7[1] via condensation of dithioresorcinols 3 with benzoyl substituted meta-dichlorobenzenes 6. The underlying reaction mechanism is discussed. The solid-state structure of the macrocycle and the reduction properties of 7 have also been investigated.