Expansion of the pentafluorobenzene ring and other skeletal transformations in the reaction of perfluoro(1,2-diethyl-1-phenyl-1,2-dihydrocyclobutabenzene) with antimony pentafluoride

Expansion of the pentafluorobenzene ring and other skeletal transformations in the reaction of perfluoro(1,2-diethyl-1-phenyl-1,2-dihydrocyclobutabenzene) with antimony pentafluoride Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 2012, Volume: 48, Number: 4, Pages: 529-535 Pages count : 7 DOI: 10.1134/S1070428012040112

Authors

Mezhenkova T.V. ¹ , Sinyakov V.R. ¹ , Karpov V.M. ¹ , Platonov V.E. ¹

Affiliations

1	(Данные Web of science) Russian Acad Sci, Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Div, Novosibirsk 630090, Russia

The reaction of perfluoro(1-phenyl-1,2-diethyl-1,2-dihydrocuclobutabenzene) with SbF5 at 20A degrees C, followed by treatment of the reaction mixture with water gave perfluoro {4-[1-(2-propylphenyl)propylidene]-2,5-cyclohexadien-1-one} together with perfluoro[4b,10-diethylbenzo[a]azulen-7(4bH)-one] resulting from unusual expansion of the pentafluorobenzene ring to seven-membered ring. Analogous reaction at 90A degrees C, apart from the above compounds, afforded perfluorinated 10-ethyl- and 3,10-diethylbenzo[a]azulen-6(10H)-ones via elimination of C2F5 group from the seven-membered ring or its migration to the benzene ring.

Mezhenkova T.V. , Sinyakov V.R. , Karpov V.M. , Platonov V.E.
Expansion of the pentafluorobenzene ring and other skeletal transformations in the reaction of perfluoro(1,2-diethyl-1-phenyl-1,2-dihydrocyclobutabenzene) with antimony pentafluoride
Russian Journal of Organic Chemistry. 2012. V.48. N4. P.529-535. DOI: 10.1134/S1070428012040112 WOS Scopus РИНЦ

Меженкова Т.В. , Синяков В.Р. , Карпов В.М. , Платонов В.Е.
Расширение пентафторбензольного кольца и другие скелетные превращения в реакции перфтор-1-фенил-1,2-диэтилбензоциклобутена с пятифтористой сурьмой*
Журнал органической химии (RUSS J ORG CHEM+). 2012. Т.48. №4. С.531-537. РИНЦ

Published print:	Apr 1, 2012
Published online:	May 5, 2012

Web of science	WOS:000303682800011
Scopus	2-s2.0-84862077742
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