Formation of 1-(2,4,6-trifluorophenyl)perfluorobenzocyclobutene from perfluorobenzocyclobutene and 1,3,5-trifluorobenzene and its interaction with polyfluorobenzenes in an SBF5 medium

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Abstract

Interaction of perfluorobenzocyclobutene with two equivalents of 1,3,5-trifluorobenzene in an SbF5 medium followed by the treatment of the reaction mixture with water gave (3,4,5,6-tetrafluorobenzene-1,2-diyl)bis[(2,4,6-trifluorophenyl)methanone], 1-(2,4,6-trifluorophenyl)perfluorobenzocyclobuten-1-ol and 4,5,6,7-tetrafluoro-1,3,3-tris(2,4,6-trifluorophenyl)-1,3-dihydro-2-benzofuran-1-ol. When the reaction mixture was treated with HF, 1,2-bis(2,4,6-trifluorophenyl)-perfluorobenzocyclobutene along with 1-(2,4,6-trifluorophenyl)perfluorobenzocyclobutene were obtained. The latter compound reacted with pentafluoro-, 1,2,3,4- or 1,2,4,5-tetrafluorobenzenes in an SbF5 medium to give corresponding polyfluoro-1,2-diphenylbenzocyclobutenes after treatment of the reaction mixture with HF.

About the authors

T. V. Mezhenkova

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences

Email: mtv@nioch.nsc.ru
prosp. Ak. Lavrent’eva, 9, Novosibirsk, 630090 Russia

V. V. Komarov

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences

prosp. Ak. Lavrent’eva, 9, Novosibirsk, 630090 Russia

V. M. Karpov

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences

prosp. Ak. Lavrent’eva, 9, Novosibirsk, 630090 Russia

Y. V. Zonov

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences

prosp. Ak. Lavrent’eva, 9, Novosibirsk, 630090 Russia

V. I. Krasnov

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences

prosp. Ak. Lavrent’eva, 9, Novosibirsk, 630090 Russia

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