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Epoxidation of highly electrophilic unsaturated fluorine-containing compounds by peracids

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

Conclusions

Derivatives of perfluoromethacrylic and perfluoroisopropenylphosphonic acids, together with perfluoroisobutylene, are readily peroxidized by aromatic peracids in ether solvents. The order of the changes in the reactivity of olefins indicates a reversal of the mechanism of the Prilezhaev reaction, peracids functioning as nucleophiles in their reactions with highly electrophilic unsaturated compounds.

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    A. A. Kadyrov, E. M. Rokhlin & I. L. Knunyants

Authors
  1. A. A. Kadyrov
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  2. E. M. Rokhlin
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  3. I. L. Knunyants
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2344–2347, October, 1982.

The authors thank G. S. Bylina for the gift of a sample of p-methoxycarbonylperbenzoic acid.

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Kadyrov, A.A., Rokhlin, E.M. & Knunyants, I.L. Epoxidation of highly electrophilic unsaturated fluorine-containing compounds by peracids. Russ Chem Bull 31, 2063–2066 (1982). https://doi.org/10.1007/BF00950656

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  • DOI: https://doi.org/10.1007/BF00950656

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