FORMATION OF ORTHO-H-PERFLUOROALKYLBENZENES FROM POLYFLUOROBENZOCYCLOBUTENES IN THE HF-SBF5 SYSTEM

FORMATION OF ORTHO-H-PERFLUOROALKYLBENZENES FROM POLYFLUOROBENZOCYCLOBUTENES IN THE HF-SBF5 SYSTEM Full article

Journal

Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
ISSN: 0568-5230

Output data

Year: 1991, Volume: 40, Number: 11, Pages: 2292-2296 Pages count : 5 DOI: 10.1007/BF00961054

Authors

Karpov V.M. ¹ , Mezhenkova T.V. ¹ , Platonov V.E. ¹ , Shchegoleva L.N. ¹

Affiliations

1	Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, USSR

HF adds to perfluorinated benzocyclobutene, 1-methyl-, and 1-ethylbenzocyclobutenes in the presence of SbF5 to give o-H-perfluoroethyl, o-H-perfluoroisopropyl-, and o-H-perfluoro-sec-butylbenzenes, respectively. The ease of this reaction decreases in the same order. Perfluoro-1,1- and perfluoro-1,2-diethylbenzocyclobutenes, perfluoroindane, and perfluorotetralin are virtually unaltered under analogous conditions. The difference in the behavior of benzocyclobutenes may be related to the stability of the carbocations, which care intermediates or models of the transition state. This is in accord with the results of MNDO calculations with complete geometrical optimization for the relative energies of the starting compounds and intermediate ions.

Karpov V.M. , Mezhenkova T.V. , Platonov V.E. , Shchegoleva L.N.
FORMATION OF ORTHO-H-PERFLUOROALKYLBENZENES FROM POLYFLUOROBENZOCYCLOBUTENES IN THE HF-SBF5 SYSTEM
Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 1991. V.40. N11. P.2292-2296. DOI: 10.1007/BF00961054 WOS Scopus РИНЦ

Published print:

Nov 1, 1991

Web of science	WOS:A1991JG96000016
Scopus	2-s2.0-33750932893
Elibrary	30973911
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