Thermolytic transformations of polyfluoroorganic compounds 30. Copyrolysis of α,α-dichlorooctafluoroethylbenzene with tetrafluoroethylene

Article abstract of DOI:10.1007/BF00697041

The reaction of α,α-dichlorooctafluorobenzene with tetrafluoroethylene as a source if difluorocarbene has been studied.The copyrolysis of these compounds gave not only the expected products, decafluoro-α-methylstyrene and α-chloroheptafluorostyrene, but also noticeable amounts of perfluoro-1-methylindan and perfluoro-7-methylbicyclo<4.3.0>nona-1,4,6-triene along with perfluoro-3-methylindene and octafluorostyrene.It has been suggested that indan and the triene are formed with the participation of the C6F5CClCF3 radical through sigmatropic shifts of fluorine atoms in the intermediate bicyclic compounds.The reaction of α,α-dichlorodecafluoropropylbenzene with tetrafluoroethylene afforded α-chloroheptafluorostyrene as the main product. - Key words: copyrolysis; decafluoro-α-methylstyrene, perfluoro-7-methylbicyclo<4.3.0>nona-1,4,6-triene; perfluoro-1-methylindan; polyfluoroalkylbenzyl radicals; sigmatropic shifts of fluorine atoms.