Skip to main content
SpringerLink
Log in

The acylation-dehydration of N′-(perfluoroacylimidoyl)perfluoroalkylamidines by carboxylic and polyfluoro- and perfluorocarboxylic acid anhydrides

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

Conclusions

  1. 1.

    The reactivities of a series of anhydrides of alkane, fluoroalkane, and perfluoroalkane carboxylic acids were determined using the method of competing acylation-cyclodehydration and the cyclization process was shown to be subject to polar and steric effects of the groups at the reaction centers of the anhydrides.

  2. 2.

    Carboxylic acid anhydrides react with perfluorocarboxylic acids with the formation of the mixed anhydride and the corresponding carboxylic acid.

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. A. L. Henne and C. J. Fox, J. Am. Chem. Soc.,77, 2323 (1951).

    Google Scholar 

  2. Marvin Charton, J. Org. Chem.,69, 1222 (1964).

    Google Scholar 

  3. S. I. Il'chenko, Dissertation, Moscow (1970).

  4. V. M. Men'shov, L. A. Kiseleva, and V. A. Ponomarenko, Vysokomol. Soedin.,A60, 1691 (1978).

    Google Scholar 

  5. S. R. Sandler and W. Karo, Organic Functional Group Preparation, Academic Press, New York-London (1972), p. 76.

    Google Scholar 

  6. H. C. Brown and P. D. Schuman, J. Org. Chem.,28, 1122 (1963).

    Google Scholar 

  7. Handbook of Chemistry and Physics, 33rd ed., Chem. Rubber Publishing Co. (1955), p. 674.

  8. F. Swarts, Bull Soc. Chim. Belg.,48, 176 (1939).

    Google Scholar 

  9. R. F. Clark and J. H. Simons, J. Am. Chem. Soc.,75, 6305 (1953).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    G. M. Tolmacheva, S. P. Krukovskii, A. V. Ignatenko & V. A. Ponomarenko

Authors
  1. G. M. Tolmacheva
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. S. P. Krukovskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. V. Ignatenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. A. Ponomarenko
    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. 3, pp. 580–585, March, 1979.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Tolmacheva, G.M., Krukovskii, S.P., Ignatenko, A.V. et al. The acylation-dehydration of N′-(perfluoroacylimidoyl)perfluoroalkylamidines by carboxylic and polyfluoro- and perfluorocarboxylic acid anhydrides. Russ Chem Bull 28, 535–539 (1979). https://doi.org/10.1007/BF00924827

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00924827

Keywords

Search

Navigation