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Reactions of perfluorinated benzocyclobutene and 1-methylbenzocyclobutene with fluoroolefins in the presence of SbF5

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Polyfluorinated 1-alkyl-, 1,1-, and 1,2-dialkylbenzocyclobutenes were obtained by the interaction of perfluorinated benzocyclobutene and 1-methylbenzocyclobutene with tetrafluoroethylene, trifluorochloroethylene, and perfluoropropylene in the presence of SbF5. The ratio of 1,1- and 1,2-isomers was changed in favor of the latter on going from CF2=CF2 to CF2=CFCl and CF2=CFCF3.

  2. 2.

    The perfluoro-1-benzocyclobutenyl cation was generated on dissolving perfluorobenzocyclobutene in SbF5 or in the system SbF5-SO2FCl.

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Literature cited

  1. V. M. Karpov, T. V. Mezhenkova, V. E. Platonov, and G. G. Yakobson, Izv. Akad. Nauk SSSR, Ser. Khim., 1212 (1980).

  2. G. G. Belen'kii, É. P. Lur'e, and L. S. German, Izv. Akad. Nauk SSSR, Ser. Khim., 2365 (1976).

  3. I. L. Knunyants and G. G. Yakobson (eds.), Syntheses of Organofluorine Compounds [in Russian], Khimiya, Moscow (1977), p. 142.

    Google Scholar 

  4. V. M. Karpov, V. E. Platonov, I. P. Chuikov, and G. G. Yakobson, Zh. Org. Khim.,19, 2164 (1983).

    Google Scholar 

  5. V. V. Brovko, V. A. Sokolenko, and G. G. Yakobson, Zh. Org. Khim.,l0, 2385 (1974).

    Google Scholar 

  6. J. W. Emsley, J. Feeney, and L. H. Sutcliffe, High Resolution Nuclear Magnetic Resonance Spectroscopy, Pergamon, Elmsford, New York (1966).

    Google Scholar 

  7. V. E. Platonov, T. V. Senchenko, N. G. Malyuta, and G. G. Yakobson, Izv. Akad. Nauk SSSR, Ser. Khim., 2827 (1973).

  8. B. L. Dyatkin, E. P. Mochalina, and I. L. Knunyants, Usp. Khim.,35, 979 (1966); V. A. Petrov,. G. G. Belen'kii, and L. S. German, Izv. Akad. Nauk SSSR, Ser. Khim., 2117 (1980); G. G. Belen'kii, V. A. Petrov, and L. S. German, Izv. Akad. Nauk SSSR, Ser. Khim., 1099 (1980).

    Google Scholar 

  9. Yu. V. Pozdnyakovich and V. D. Shteingarts, J. Fluorine Chem.,4, 283 (1974);4, 297 (1974).

    Google Scholar 

  10. U. Sheppard and K. Shartz, Organic Chemistry of Fluorine [Russian translation], Mir, Moscow (1972), pp. 37, 286.

    Google Scholar 

  11. T. V. Senchenko, V. E. Platonov, and G. G. Yakobson, Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk, No. 2, Pt. 1, 129 (1978).

    Google Scholar 

  12. V. E. Platonov, T. V. Senchenko, and G. G. Yakobson, Zh. Org. Khim.,12, 816 (1976).

    Google Scholar 

  13. V. D. Shteingarts and B. G. Oksenenko, Zh. Org. Khim.,7, 734 (1971).

    Google Scholar 

  14. H. Hart and I. A. Hartlarg, J. Am. Chem. Soc.,89, 6672 (1967).

    Google Scholar 

  15. G. A. Olah, J. Staral, R. J. Spear, and G. Liang, J. Am. Chem. Soc.,97, 5489 (1975).

    Google Scholar 

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Authors and Affiliations

  1. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, USSR

    V. M. Karpov, T. V. Mezhenkova, V. E. Platonov & G. G. Yakobson

Authors
  1. V. M. Karpov
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  2. T. V. Mezhenkova
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  3. V. E. Platonov
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  4. G. G. Yakobson
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2315–2323, October, 1985.

Deceased.

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Karpov, V.M., Mezhenkova, T.V., Platonov, V.E. et al. Reactions of perfluorinated benzocyclobutene and 1-methylbenzocyclobutene with fluoroolefins in the presence of SbF5 . Russ Chem Bull 34, 2143–2150 (1985). https://doi.org/10.1007/BF00963251

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  • DOI: https://doi.org/10.1007/BF00963251

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