Formation of Chlorosulfonium Salt of 1,5-Dithiacyclooctane and Transannular Sulfur-Sulfur Interaction in Hydrolysis of Its Salt

Article abstract of DOI:10.1246/bcsj.60.4451

The reaction of 1,5-dithiacyclooctane 1-oxide (2) with thionyl chloride afforded the corresponding chlorosulfonium chloride as a stable salt and an evidence for the intermediary formation of the bis-sulfide dication with an equilibrium mixture of the chlorosulfonium salt was found.In contrast to 2, 1,4-dithiacyclohexane 1-oxide (6) reacts with thionyl chloride like a simple sulfoxide.