I. Cookson, R. Haszeldine, J. Kilburn
Sep 1, 1982
Citations
0
Influential Citations
0
Citations
Journal
Journal of Fluorine Chemistry
Abstract
Abstract 1,2-Oxathietan 2,2-dioxides (β-sultones) are conveniently prepared either by the addition of sulphur trioxide to polyfluoroalkenes or by the addition of polyhalogenoketones to a sulphene. Thus the sulphonyl fluoride (CF 3 .CHF.SO 2 F, 1) reacts with the complex of Me 3 NSiF 4 , probably to give the sulphene CF 3 .CF:SO 2 which, in the presence of hexafluoroacetone, gives the sultone Extension of this procedure has yielded a series of β-sultones. Pyrolysis of the sultones eliminates SO 3 and provides an efficient route to internal perfluoroalkenes, whereas photolysis of a sultone yields an oxirane via loss of SO 2 . The reaction of some of the internal olefins with chloride ion will also be described.