Die Fluorsulfine XF 2 C(F)C  SO (X = F, Cl, Br), ihre Synthese und ungewöhnliche Zersetzungsart

The Fluorosulfines XF 2 C(F)C SO (X = F, Cl, Br), Their Synthesis and Unusual Type of Decomposition A 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 XF 2 C(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.