Fluorinations with complex metal fluorides. Part 4. An improved synthesis and the oxidation of hexadecafluorobicyclo[4.4.0]dec-1(6)-ene

Abstract

Fluorination of naphthalene, tetralin, and decalin with caesium tetrafluorocobaltate(III) yielded two major products identified as hexadecafluorobicyclo[4.4.0]dec-1(6)-ene and dodecafluorotetralin. Oxidation of the alkene gave cis-hexadecafluorobicyclo[4.4.0]decane-1,6-diol. Some reactions of this diol (e.g. with diazomethane, benzoyl chloride, and thionyl chloride) are described.