Kv. Dvornikova et al., THERMOLYTIC TRANSFORMATIONS OF POLYFLUOROORGANIC COMPOUNDS .30. COPYROLYSIS OF ALPHA,ALPHA-DICHLOROOCTAFLUOROETHYLBENZENE WITH TETRAFLUOROETHYLENE, Russian chemical bulletin, 42(10), 1993, pp. 1690-1693
The reaction of alpha,alpha-dichlorooctafluoroethylbenzene with tetraf
luoroethylene as a source of difluorocarbene has been studied. The cop
yrolysis of these compounds gave not only the expected products, decaf
luoro-alpha-methylstyrene and alpha-chloroheptafluorostyrene, but also
noticeable amounts of perfluoro-1-methylindan and perfluoro-7-methylb
icyclo[4.3.0]nona-1,4,6-triene along with perfluoro-3-methylindene and
octafluorostyrene. It has been suggested that indan and the triene ar
e formed with the participation of the C6F5CClCF3 radical through sigm
atropic shifts of fluorine atoms in the intermediate bicyclic compound
s. The reaction of alpha,alpha-dichlorodecafluoropropylbenzene with te
trafluoroethylene afforded alpha-chloroheptafluorostyrene as the main
product.