Darstellung perhalogenierter Mesylsulfene, X3C — SO2 — C(X) = SO2, und ihre Stabilisierung durch Chinuclidin / Preparation of Perhalogenated Mesylsulfenes, X3C —SO2— C(X) = SO2, and their Stabilization with Chinuclidin

Abstract

Perhalogeno disulfenes (dimeric thione-S,S-dioxides) (2 a, b) are singly cleaved by TAS–fluoride forming the intermediate salts 3a and 3b. From both anions a fluoride ion can be abstracted by silicon tetrafluoride and the perhalogenated mesylsulfenes X3C — SO2— C(X)= SO2 (4 a) (X = Cl) and (4b) (X = Br) could be obtained, which are stabilized by S-coordinated quinuclidine. Hydrolysis occurs to 4 a, b forming the sulfonium salts 7a, b, which are the structural isomers to the sulfonium salts 5 a, b achieved from direct hydrolysis of 2 a, b in the presence of quinuclidine.