Skip to main content
Log in

Effect of substituents on the tautomeric equilibrium of 1(3)-(4-fluorophenyl)-3(1)-aryltriazenes in THF and pyridine

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

Conclusions

  1. 1.

    The location of the tautomeric equilibrium of 1(3)-(4-fluorophenyl)-3(1)-aryltrizenes in THF and pyridine depends mainly on the resonance effects of the substituents.

  2. 2.

    The chemical shifts of fluorine in the individual tautomers are linearly related to the Hammett σ constants of the substituents, and the effect of the substituents in the aryl radical on them is additive.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. S. Weckherlin and W. Lüttke, Tetrahedron Lett., 1711 (1964).

  2. L. Lunazzi, G. Panciera, and M. Guerra, J. Chem. Soc., Perkin Trans. 2, 52 (1980).

    Google Scholar 

  3. D. N. Kravtsov, A. N. Nesmeyanov, L. A. Fedorov, É. I. Fedin, A. S. Peregudov, E. V. Borisov, P. O. Okulevich, and S. A. Postovoi, Dokl. Akad. Nauk SSSR,242, 347 (1978).

    Google Scholar 

  4. C. G. Swain and E. C. Lupton, J. Am. Chem. Soc.,90, 4328 (1968).

    Google Scholar 

  5. G. Becker, Introduction to the Electron Theory of Organic Reactions [Russian translation], Mir, Moscow (1977), p. 96.

    Google Scholar 

  6. G. Heller, Chem. Ber.,37, 3112 (1904).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 550–553, March, 1986.

The authors thank A. Ya. Gorelenko for assistance in synthetic work, and A. S. Fridman for assistance in the statistical processing of the results.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Borisov, E.V., Peregudov, A.S., Postovoi, S.A. et al. Effect of substituents on the tautomeric equilibrium of 1(3)-(4-fluorophenyl)-3(1)-aryltriazenes in THF and pyridine. Russ Chem Bull 35, 499–502 (1986). https://doi.org/10.1007/BF00953213

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00953213

Keywords

Navigation