Die Fluorsulfine XF2C(F)C  SO (X = F, Cl, Br), ihre Synthese und ungewöhnliche Zersetzungsart

Abstract

The Fluorosulfines XF2C(F)C  SO (X = F, Cl, Br), Their Synthesis and Unusual Type of DecompositionA new route for the synthesis of the sulfenyl chloride 3 opens an easy access to fluoro(trifluoromethyl)sulfine (6) by hydrolysis of 3, trapping 6 by Diels‐Alder reaction with anthracene, and thermolysis of the formed compound 8. By addition of the thioacetyl fluorides XF2C(F)C  S (X = Cl, Br) to anthracene compounds 9a, b are obtained, which could be oxidized to the sulfene adducts 12a, b as well as to the sulfine adducts 13a, b. Thermolysis of the latter yields the sulfines 17a, b, which are unstable at room temperature. A second approach to 17a involves oxidation of 1,3‐dithietane 11a to its S‐oxide 14a (e.g. via an S,S‐difluoro compound 15a) and subsequent thermolysis, but thermal decomposition predominates. An unusual decomposition has been observed for 17a, b which was hitherto unknown for sulfines.