Abstract: Perfluorinated 1-isopropyl-, 1-methyl-1-isopropyl-, and 1-methyl-2-isopropylbenzocyclobutenes isomerize under the influence of antimony pentafluoride to perfluorinated alkylstyrenes and alkylindans. The process may be accompanied by dealkylation and also by fluorination and defluorination of the products. With antimony pentafluoride at 50-degrees-C perfluoro-1-methyl-1-isopropylbenzocyclobutene gives perfluoro-alpha,beta,beta,o-tetramethylstyrene, which isomerizes under the influence of antiniony pentafluoride at 130-degrees-C into perfluoro-1,2,2-trimethylindan, and the latter forms perfluoro-2,3-dimethylindene under the reaction conditions. Perfluoro-1-methyl-2-isopropylbenzocyclobutene is not changed in the presence of antimony pentafluoride at 50-degrees-C but isomerizes to perfluoro-1-isopropylindan at 90-degrees-C. The latter is transformed under these conditions into the above-mentioned tetramethylstyrene. Perfluoro-1-isopropylbenzocyclobutene does not react with antimony pentafluoride at 130-degrees-C, but at 170-degrees-C it gives a mixture of perfluorinated 2,2-dimethylindan, 2,3-dimethylindene, 2,3-dimethyl-4,5,6,7-tetrahydroindene, and 2-isobutyltoluene, which is converted into perfluoro-o-xylene under the reaction conditions.

Cite: Karpov V.M. , Mezhenkova T.V. , Platonov V.E.
REARRANGEMENT OF THE CARBON SKELETON OF PERFLUORINATED 1-ISOPROPYLBENZOCYLOBUTENES 1-METHYL-1-ISOPROPYLBENZOCYLOBUTENES AND 1-METHYL-2-ISOPROPYLBENZOCYLOBUTENES BY THE ACTION OF ANTIMONY PENTAFLUORIDE
BULLETIN OF THE RUSSIAN ACADEMY OF SCIENCES-DIVISION OF CHEMICAL SCIENCE. 1992. V.41. N6. P.1110-1114. DOI: 10.1007/BF00866598 WOS Scopus РИНЦ

Dates:

Published print:

Jun 1, 1992

Identifiers:

Web of science	WOS:A1992KU70200013
Scopus	2-s2.0-34249834188
Elibrary	31340178
OpenAlex	W1998792996

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