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Catalytic Fluorodechlorination of Polychlorofluorobenzenes with Potassium Fluoride

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Abstract

Fluorodechlorination of polychlorofluorobenzenes with potassium fluoride in the presence of phase-transfer catalysts was investigated. “Onium” catalysts [hexaethylguanidinium chloride, tetra(diethylamino)phosphonium bromide] take part in the stabilization of the intermediate σ-complex. Catalytic role of polyethers (tetraglyme, 18-crown-6) in the fluorodechlorination process is limited to increasing the fluoride ion concentration.

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REFERENCES

  1. Demlov, E. and Demlov, Z., Mezhfaznyi kataliz (Interphase Catalysis), Moscow: Mir, 1987.

    Google Scholar 

  2. Veber, V. and Gokel, G., Mezhfaznyi kataliz v organicheskoi khimii (Interphase Catalysis in Organic Chemistry), Moscow: Mir, 1980.

    Google Scholar 

  3. Yanovskaya, L.A., Izv. SO Akad. Nauk SSSR, Ser. Khim. 1983, no. 4, no. 9, pp. 11-20.

  4. Fluorination of Aromatic Compounds by Halogen Exchange with Fluorine Anions ( [ Halex ] Reaction), Desmurs, J.R. and Ratton, S., Eds., Elsevier, 1996.

  5. Smyth, T.P., Garey, A., and Hodnett, B.K., Tetrahedron 1996, vol. 51, no. 22, pp. 6363-6376.

    Google Scholar 

  6. Vorozhtsov, N.N., Zh. Vses. Khim. Obshch. 1970, vol. 15, no. 1, pp. 52-63.

    Google Scholar 

  7. Cacae, F., Speranza, M., Wolf, A.P., and Macgregor, R.R., J. Fluorine Chem. 1982, vol. 21, no. 2, pp. 145-158.

    Google Scholar 

  8. Yakobson, G.G., Reaktsionnaya sposobnost, poliftoraromaticheskikh soedinenii (Reactivity of Polyfluoronearomatic Compounds), Novosibirsk: Nauka, 1983.

    Google Scholar 

  9. Rodionov, P.P. and Furin, G.G., Izv. SO Akad. Nauk SSSR, Ser. Khim. 1990, no. 4, pp. 3-27.

  10. Rodionov, P.P. and Furin, G.G., J. Fluorine Chem. 1990, vol. 47, no. 3, pp. 361-434.

    Google Scholar 

  11. Aksenov, V.V., Vlasov, V.M., and Maryakina, I.M., J. Fluorine Chem. 1985, vol. 28, no. 1, pp. 73-87.

    Google Scholar 

  12. Nuclear Magnetic Resonance Spectroscopy Emsley, J.V., Ed., New York: Pergamon, 1971.

    Google Scholar 

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Shipilov, A.I., Karyukalova, N.N. & Igumnov, S.M. Catalytic Fluorodechlorination of Polychlorofluorobenzenes with Potassium Fluoride. Russian Journal of Organic Chemistry 38, 220–223 (2002). https://doi.org/10.1023/A:1015513616577

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