Skip to main content
SpringerLink
Log in

A vinyl substitution reaction in fluoroalkenes

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

Abstract

Based on the results of CNDO and INDO quantum-chemical calculations, the possibility of a vinyl substitution (along with an addition) upon reaction of perfluoropropylene, perfluoroisobutylene, and trifluorochloroethylene with alcohols, thiols, and amines, and the absence of a similar reaction in the case of tetrafluoroethylene is explained. The calculations allow the prediction that a vinyl substitution should take place in similar reactions of 1,1-di- and trifluoroethylenes, but not with mono- and 1,2-difluoroethylenes.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. R. D. Chambers and R. G. Mobbs, Advances in Fluorine Chemistry, [Russian translation], Vols. III–IV, Khimiya, Leningrad (1970), pp. 255–334.

    Google Scholar 

  2. O. Paleta, Usp. Khim.,40, No. 5, 855 (1971).

    Google Scholar 

  3. I. L. Knunyants, A. I. Shchekotikhin, and A. V. Fokin, Izv. Akad. Nauk SSSR, Ser. Khim., No. 2, 282 (1953).

    Google Scholar 

  4. U. Shepherd and K. Sharts, Organic Chemistry of Fluorine [Russian translation], Mir, Moscow (1972).

    Google Scholar 

  5. R. D. Chambers, Fluorine in Organic Chemistry, Wiley, New York (1973).

    Google Scholar 

  6. A. V. Fokin and M. A. Landau, Phosphorus Fluorides and Fluoroalkenes (Structure, NMR, and Reaction Mechanisms) [in Russian], Nauka, Moscow (1989).

    Google Scholar 

  7. M. A. Landau, A. V. Fokin, and A. S. Kabankin, Zh. Strukt. Khim.,15, No. 2, 327 (1974).

    Google Scholar 

  8. A. V. Fokin and M. A. Landau, Izv. Akad. Nauk SSSR, Ser. Khim., No. 8, 1749 (1982).

    Google Scholar 

  9. M. A. Landau, A. V. Fokin, and A. S. Kabankin, Izv. Akad. Nauk SSSR, Ser. Khim., No. 11, 2486 (1973).

    Google Scholar 

  10. M. A. Landau, A. V. Fokin, and A. S. Kabankin, Izv. Akad. Nauk SSSR, Ser. Khim., No. 10, 2199 (1973).

    Google Scholar 

Download references

Author information

Authors and Affiliations

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

    A. V. Fokin & M. A. Landau

  2. N. N. Semenov Institute of Chemical Physics, Academy of Sciences of the USSR, Moscow

    A. V. Fokin & M. A. Landau

Authors
  1. A. V. Fokin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. A. Landau
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2802–2805, December, 1991.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Fokin, A.V., Landau, M.A. A vinyl substitution reaction in fluoroalkenes. Russ Chem Bull 40, 2444–2446 (1991). https://doi.org/10.1007/BF00959718

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00959718

Keywords

Search

Navigation