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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Аннотация

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.

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Авторлар туралы

T. Mezhenkova

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

Хат алмасуға жауапты Автор.
Email: mtv@nioch.nsc.ru
Ресей, prosp. Ak. Lavrent’eva, 9, Novosibirsk, 630090

V. Komarov

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

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

V. Karpov

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

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

Ya. Zonov

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

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

V. Krasnov

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

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

Әдебиет тізімі

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  2. Меженкова Т.В., Синяков В.Р., Карпов В.М., Зонов Я.В., Гатилов Ю.В., Платонов В.Е. ЖОрХ. 2018, 54, 546–553. [Mezhenkova T.V., Sinyakov V.R., Karpov V.M., Zonov Ya.V., Gatilov Yu.V., Platonov V.E. Russ. J. Org. Chem. 2018, 54, 545–553]. doi: 10.1134/S107042801804005X
  3. Карпов В.М., Меженкова Т.В., Платонов В.Е., Синяков В.Р., Щеголева Л.Н. ЖОрХ. 2002, 38, 1210–1217. [Karpov V.M., Mezhenkova T.V., Platonov V.E., Sinyakov V.R., Shchegoleva L.N. Russ. J. Org. Chem. 2002, 38, 1158–1165]. doi: 10.1023/A:1020901526459
  4. Pozdnyakovich Yu.V., Shteingarts V.D. J. Fluor. Chem. 1974, 4, 283–296. doi: 10.1016/S0022-1139(00)80865-9
  5. Pozdnyakovich Yu.V., Shteingarts V.D. J. Fluor. Chem. 1974, 4, 297–316. doi: 10.1016/S0022-1139(00)80866-0
  6. Платонов В.Е., Сенченко Т.В., Якобсон Г.Г. ЖОрХ. 1976, 12, 816–821. [Platonov V.E, Senchenko T.V., Yakobson G.G. Russ. J. Org. Chem. 1976, 12, 818–823.

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2. Scheme 1

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3. Scheme 2

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4. Scheme 3

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5. Scheme 4

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6. Fig. 1. Correlations in the 1H–13C HMBC spectrum of compound 15.

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7. Content

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