Abstract

Pentafluoropehenyl-lithium and ortho-bromotetrafluorophenyl-lithium react with sulphur dichloride, in ether-hexane, to give the corresponding aryl sulphides; various polyfluoroaryl sulphides are reported, including the new heterocycle octafluorothianthren. Reaction of the lithium reagents with sulphur monochloride or with organic disulphides leads to SS bond cleavage; and a nucleophilic displacement of CF − 3 from sulphur is reported. Cleavage of pentafluorophenyl- and ortho-bromotetrafluorophenyl-tin compounds occurs with iodide ion but is not a useful route to polyfluorobenzynes.

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