112754-08-2Relevant academic research and scientific papers
Fluorination and skeletal transformations of perfluorobenzocycloalkenes in reactions with antimony pentefluoride
Karpov, Victor M.,Mezhenkova, Tatyana V.,Platonov, Vyacheslav E.,Yakobson, Georg G.
, p. 980 - 985 (2007/10/02)
The reactions of perfluorobenzocycloalkenes containing the four-, five- and six-membered cycles with antimony pentafluoride, in the presence of bromine or its absence, have been studied.The alicyclic ring cleavage of benzocycloalkenes, unknown in the fluorinated series, has been found.Perfluorobenzocyclobutene in the presence of SbF5 gave perfluoro-2-(1-benzocyclobutenyl)ethylbenzene; but in the system SbF5 - Br2 bromoperfluoro-2-ethylbenzene was obtained.Heating perfluoro-indan, -4-methyl- and -5-methylindanes with antimony pentafluoride led to their transformation into perfluoroalkylbenzenes with the ethyl group situated in the ortho-position to the methyl group.Similarly perfluoro-1-methylindan and perfluorotetralin were converted to perfluoro-2-isopropyltoluene.By contrast with this, perfluoro-2-methylindan was fluorinated by SbF5 to perfluoro-2-methyl-4,5,6,7-tetrahydroindan.Perfluoro-indan, -4-methyl- and -5-methylindanes were fluorinated by SbF5 in the presence of bromine.Under these conditions, perfluorotetralin gave perfluorooctalin and perfluoroindan was transformed into perfluoro-4,5,6,7-tetrahydroindan.The latter product was also quite unexpectedly formed from perfluoro-4-methyl- and -5-methylindanes.
