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Reaction of Perfluorobenzocyclobutene with Excess Pentafluorobenzene in SbF5

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Abstract

The reaction of perfluorobenzocyclobutene with excess pentafluorobenzene in SbF5, followed by hydrolysis, gave a mixture of perfluoro-1,3,3-triphenyl-1,3-dihydro-2-benzofuran-1-ol, perfluoro-1,1,2-triphenylbenzocyclobuten- 5-one, and perfluoro-4-(2,2-diphenylbenzocyclobuten-1-ylidene)cyclohexa-2,5-dien-1- one. When the reaction mixture was treated for a long time with Olah’s reagent (HF–pyridine), isomeric perfluoro-9,10-diphenyl-1,4-, -1,10-, -2,9-, and -9,10-dihydroanthracenes were formed and were converted to perfluoro-9,10-diphenylanthracene by the action of SbF5.

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Authors and Affiliations

  1. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090, Russia

    T. V. Mezhenkova, V. R. Sinyakov, V. M. Karpov, Ya. V. Zonov, Yu. V. Gatilov & V. E. Platonov

  2. Novosibirsk State University, ul. Pirogova 1, Novosibirsk, 630090, Russia

    Ya. V. Zonov & Yu. V. Gatilov

Authors
  1. T. V. Mezhenkova
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  2. V. R. Sinyakov
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  3. V. M. Karpov
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  4. Ya. V. Zonov
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  5. Yu. V. Gatilov
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  6. V. E. Platonov
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Corresponding author

Correspondence to T. V. Mezhenkova.

Additional information

Original Russian Text © T.V. Mezhenkova, V.R. Sinyakov, V.M. Karpov, Ya.V. Zonov, Yu.V. Gatilov, V.E. Platonov, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 4, pp. 546–553.

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Mezhenkova, T.V., Sinyakov, V.R., Karpov, V.M. et al. Reaction of Perfluorobenzocyclobutene with Excess Pentafluorobenzene in SbF5. Russ J Org Chem 54, 545–553 (2018). https://doi.org/10.1134/S107042801804005X

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  • DOI: https://doi.org/10.1134/S107042801804005X

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