Skip to main content
SpringerLink
Log in

α-Fluoroalkylamines, a new source of unhydrated fluoride ion. Communication 6. hexamethylguanidinium fluoride

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

Conclusions

  1. 1.

    A new source of unhydrated fluoride Ion, hexamethylguanidinium fluoride, has been synthesized.

  2. 2.

    Hexamethylguanidinium fluoride adds practically irreversibly to perfluoroisobutylene to form the perfluoro-tert-butyl anion that is stabilized by the hexamethylguanidinium cation.

  3. 3.

    Direct acylation of perfluoro-tert-butyl anion, to give phenyl perfluoro-tert-butyl ketone has been carried out for the first time.

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. I. L. Knunyants, N. I. Delyagina, and S. M. Igumnov, Izv. Akad. Nauk SSSR, Ser. Khim., 857 (1981).

  2. I. L. Knunyants, N. I. Delyagina, and S. M. Igumnov, Izv. Akad. Nauk SSSR, Ser. Khim., 860 (1981).

  3. F. Fawcett, C. Tullok, and D. Coffman, J. Am. Chem. Soc.,84, 4275 (1962).

    Google Scholar 

  4. H. Böhme and M. Hilp, Chem. Ber.,103, 104 (1970).

    Google Scholar 

  5. N. I. Delyagina, S. M. Igumnov, V. F. Snegirev, and I. L. Knunyants, Izv. Akad. Nauk SSSR, Ser. Khim., 2339 (1981).

  6. H. Böhme and H. G. Viehe, Iminium Salts in Organic Chemistry, Part 1, J. Wiley and Sons, New York (1976), p. 23.

    Google Scholar 

  7. F. Y. Fujiwara and J. S. Martin, J. Amer. Chem. Soc.,90, 7625 (1974).

    Google Scholar 

  8. I. N. Rozhkov, N. D. Kuleshov, and I. L. Knunyants, Izv. Akad. Nauk SSSR, Ser. Khim., 128 (1973).

  9. H. Schmldbaur, K. H. Mitschke, and J. Weiden, Angew. Chem., Int. Ed.,11, 144 (1972).

    Google Scholar 

  10. J. E. Richman and R. B. Flay, J. Am. Chem. Soc.,103, 5265 (1981).

    Google Scholar 

  11. W. Kantlehner, B. Funke, and E. Haug, Synthesis,2, 73 (1977).

    Google Scholar 

  12. F. Hobbs and H. Weingarten, J. Org. Chem.,36, 2885 (1971).

    Google Scholar 

  13. I. L. Knunyants, Yu. V. Zeifman, and L. T. Lantseva, Dokl. Akad. Nauk SSSR,254, 117 (1980).

    Google Scholar 

Download references

Author information

Authors and Affiliations

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

    S. M. Igumnov, N. I. Delyagina & I. L. Knunyants

Authors
  1. S. M. Igumnov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. I. Delyagina
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. I. L. Knunyants
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Serlya Khimicheskaya, No. 6, pp. 1315–1317, June, 1986.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Igumnov, S.M., Delyagina, N.I. & Knunyants, I.L. α-Fluoroalkylamines, a new source of unhydrated fluoride ion. Communication 6. hexamethylguanidinium fluoride. Russ Chem Bull 35, 1191–1193 (1986). https://doi.org/10.1007/BF00956596

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00956596

Keywords

Search

Navigation