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

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

Журнал

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

Вых. Данные

Год: 1991, Том: 40, Номер: 11, Страницы: 2292-2296 Страниц : 5 DOI: 10.1007/BF00961054

Авторы

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

Организации

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

Опубликована в печати:

1 нояб. 1991 г.

Web of science	WOS:A1991JG96000016
Scopus	2-s2.0-33750932893
РИНЦ	30973911
OpenAlex	W2110164225