Reaction of Perfluorobenzocyclobutene with Isomeric Tetrafluorobenzenes in an SbF5 Medium

The reaction of perfluorobenzocyclobutene (1 mol) with isomeric tetrafluorobenzenes (2 mol) in an SbF5 medium resulted in the isolation of 1,2-bis(tetrafluorophenyl)perfluorocyclobutene after treatment of the reaction mixtures with HF and of (3,4,5,6-tetrafluorobenzen-1,2-diyl)bis[(tetrafluorophenyl)methanones] after hydrolysis of the reaction mixtures. Along with these products, the reactions with 1,2,4,5- and 1,2,3,4-tetrafluorobenzenes give 4,5,6,7-tetrafluoro-1,3,3-tris(tetrafluorophenyl)-1,3-dihydro-2-benzofuran-1-ols, and the reaction with 1,2,3,4-tetrafluorobenzene affords {2-[bis(2,3,4,5-tetrafluorophenyl)methyl]-3,4,5,6-tetrafluorophenyl}(2,3,4,5-tetrafluorophenyl)methanone.