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Reaction of NO2BF4, with olefins in acetic anhydride. 1. Nitration of cyclenes

Conclusions

The conjugated nitration of cyclic olefins by NO2BF4 in acetic anhydride, whose course is greatly dependent on the structural features of the olefins undergoing nitration has been studied.

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Literature cited

  1. 1.

    V. A. Smit, Dissertation, Moscow (1972).

  2. 2.

    G. Olah, H. W. Quinn, and J. Kuhn, J. Am. Chem. Soc.,82, 426 (1960).

  3. 3.

    M. Sheinbaum and M. Dines, J. Org. Chem.,36, No. 23, 3641 (1971).

  4. 4.

    P. V. Demarko, T. K. Elsev, and R. B. Levis, J. Am. Chem. Soc.,92, 5735 (1970).

  5. 5.

    A. Zhunke, Nuclear Magnetic Resonance in Organic Chemistry [Russian translation], Mir (1974).

  6. 6.

    V. A. Koptyug (editor), Current Problems in the Chemistry of Carbonium Ions [in Russian], Nauka, Novosibirsk (1975).

  7. 7.

    J. L. Marshall and S. R. Walter, J. Am. Chem. Soc.,96, 6358 (1974).

  8. 8.

    É. B. Krymskaya, V. I. Moskichev, T. F. Gavrilova, N. D. Antonova, I. S. Aul'chenko, and L. A. Kheifits, Zh. Prikl. Spektrosk.,22, No. 5, 865 (1975).

  9. 9.

    D. J. Tracker and P. Henry, J. Am. Chem. Soc.,85, 3204 (1903).

  10. 10.

    G. M. Whitesides and J. S. Philippo, J. Am. Chem. Soc.,92, 6611 (1970).

  11. 11.

    S. J. Kuhn and G. A. Olah, J. Am. Chem. Soc.,83, 4564 (1961).

  12. 12.

    C. L. Thomas, Ind. Eng. Chem.,36, 310 (1944).

  13. 13.

    A. F. Platé and M. A. Pryanishnikova, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 741 (1956).

  14. 14.

    A. A. Griswold and P. S. Starcher, J. Org. Chem.,31, 357 (1966).

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2286–2292, October, 1977.

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Zlotin, S.G., Krayushkin, M.M., Sevost'yanova, V.V. et al. Reaction of NO2BF4, with olefins in acetic anhydride. 1. Nitration of cyclenes. Russ Chem Bull 26, 2121–2127 (1977). https://doi.org/10.1007/BF00923633

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Keywords

  • Acetic
  • Structural Feature
  • Anhydride
  • Nitration
  • Acetic Anhydride