Skip to main content
SpringerLink
Log in

Reactions of phenyl derivatives of lanthanides with fluoroolefins

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

Conclusions

  1. 1.

    It has been shown by PMR spectroscopy that in a solution of RYbI there exists an equilibrium similar to that established by Schenk for Grignard reagents.

  2. 2.

    The compound formed by the action of an equimolar mixture of PhI and LiI on Yb metal in THF differs in reactivity from PhYbI in its reaction with CF2=CF2.

  3. 3.

    The reaction of PhSmI with 1,2,2-trifluorostyrene differs from the reactions of PhEuI and PhYbI in that it gives an equimolar mixture of the cis and trans isomers of 5,6-difluoro-4,6-diphenyl-5-hexene-1-ol.

  4. 4.

    “PHCeI” does not react with 1,2,2-trifluorostyrene. However, the organocerium complex formed by the oxidatlve addition of Ce to PhI in the presence of an equivalent quantity of LiI reacts with 1,2,2-trifluorostyrene to form an equimolar mixture of the cis and trans isomers of 5.6-difluoro-4,6-diphenyl-5-hexene-1-ol.

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. H. Schumann, Angew. Chem. Int. Ed.,23, 474 (1984).

    Google Scholar 

  2. T. Fucagawa, Yu. Fujiwara, K. Yokoo, and H. Taniquichi, Chem. Lett., 1771 (1981).

  3. A. B. Sigalov, É. S. Petrov, L. F. Rybakova, and I. P. Beletskaya, Izv. Akad. Nauk SSSR, Ser. Khim., 2615 (1983).

  4. A. B. Sigalov, É. S. Petrov, and I. P. Beletskaya, Izv. Akad. Nauk SSSR, Ser. Khim., 2386 (1984).

  5. D. F. Evans, G. V. Fazakerley, and R. F. Phillips, J. Chem. Soc., A, 1931 (1971).

    Google Scholar 

  6. D. F. Evans and G. V. Fazakerley, J. Chem. Soc. A, 184 (1971).

    Google Scholar 

  7. D. F. Evans and G. V. Fazakerley, J. Chem. Soc, Chem. Commun., 974 (1968).

  8. A. B. Sigalov, L. F. Rybakova, and I. P. Beletskaya, Izv. Akad. Nauk SSSR, Ser. Khim., 1208 (1983).

  9. A. B. Sigalov, Dissertation, Moscow (1984).

  10. H. Gilman and H. A. McNinch, J. Org. Chem.,27, 1889 (1962).

    Google Scholar 

  11. H. B. Kagan, J. L. Namy, and P. Girard, Tetrahedron,37, 175 (1981).

    Google Scholar 

  12. J. Souppe, L. Danon, J. L. Namy, and H. B. Kagan, J. Organomet. Chem.,250, 227 (1983).

    Google Scholar 

  13. P. Girard, R. Couffignal, and H. B. Kagan, Tetrahedron Lett., 3959 (1981).

  14. S. Dixon, J. Org. Chem.,21, 400 (1956).

    Google Scholar 

  15. P. Girard, J. L. Namy, and H. B. Kagan, J. Am. Chem. Soc.,102, 2693 (1980).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. M. V. Lomonosov State University, Moscow

    A. B. Sigalov & I. P. Beletskaya

Authors
  1. A. B. Sigalov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. I. P. Beletskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khicheskaya, No. 2, pp. 445–450, February, 1988.

The authors wish to thank Yu. K. Grishin for discussions of the PMR spectra.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sigalov, A.B., Beletskaya, I.P. Reactions of phenyl derivatives of lanthanides with fluoroolefins. Russ Chem Bull 37, 364–369 (1988). https://doi.org/10.1007/BF00957447

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00957447

Keywords

Search

Navigation