FORMATION OF ORTHO-H-PERFLUOROALKYLBENZENES FROM POLYFLUOROBENZOCYCLOBUTENES IN THE HF-SBF5 SYSTEM Full article
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Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
ISSN: 0568-5230 |
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| Output data | Year: 1991, Volume: 40, Number: 11, Pages: 2292-2296 Pages count : 5 DOI: 10.1007/BF00961054 | ||
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Abstract:
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.
Cite:
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 OpenAlex
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 OpenAlex
Dates:
| Published print: | Nov 1, 1991 |
Identifiers:
| Web of science: | WOS:A1991JG96000016 |
| Scopus: | 2-s2.0-33750932893 |
| Elibrary: | 30973911 |
| OpenAlex: | W2110164225 |