Skip to main content
SpringerLink
Log in

Basicity and mechanism of transmission of electronic effects of substituents in the series of 2-amino-5-aryl-1,3,4-thiadiazoles

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The basicity of 2-amino-5-aryl-1,3,4-thiadiazoles was studied. A correlation was obtained between the pKBH+ values of the compounds and the σ constants of the substituents. It was shown that the electronic effects of the substituents in the phenyl ring are transmitted both on account of conjugation and by an induction mechanism.

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. Elderfield (editor), Heterocyclic Compounds, Vol. 7, Wiley (1961).

  2. A. R. Katritzky (editor), Physical Methods in Heterocyclic Chemistry, Academic Press (1963).

  3. M. G. Voronkov, T. V. Kashik, V. V. Makarskii, V. A. Lopyrev, S. M. Ponomareva, and E. F. Shibanova, Dokl. Akad. Nauk SSSR,227, 1116 (1976).

    Google Scholar 

  4. L. J. Bellamy, Infrared Spectra of Complex Molecules, Wiley, New York (1958).

    Google Scholar 

  5. I. V. Tselinskii, S. F. Mel'nikova, S. N. Vergizov, and G. M. Frolova, Khim. Geterotsikl. Soedin., No. 1, 35 (1981).

    Google Scholar 

  6. A. Albert and E. Serjeant, Ionization Constants of Acids and Bases, Wiley (1962).

  7. A. Katritzky (Editor), Advances in Heterocyclic Chemistry, Vol. 9, Interscience, New York-London (1968), p. 203.

    Google Scholar 

  8. A. I. Biggs and R. A. Robinson, J. Chem. Soc., 388 (1961).

  9. Yu. A. Zhdanov and V. I. Minkin, Correlation Analysis in Organic Chemistry [in Russian], Rostov-on-Don (1966), p. 66.

  10. V. Rao and V. Srinivasan, Indian J. Chem.,8, 509 (1970).

    Google Scholar 

  11. L. Fieser and M. Fieser, Reagents for Organic Synthesis, Wiley (1967).

  12. E. Bullock, Can. J. Chem.,36, 1686 (1958).

    Google Scholar 

  13. D. D. Perrin, Aust. J. Chem.,16, 575 (1963).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Lensovet Leningrad Technological Institute, USSR

    I. V. Zubets, S. N. Vergizov, S. I. Yakovlev & K. A. V'yunov

Authors
  1. I. V. Zubets
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. S. N. Vergizov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. I. Yakovlev
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. K. A. V'yunov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 267–270, February, 1987.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Zubets, I.V., Vergizov, S.N., Yakovlev, S.I. et al. Basicity and mechanism of transmission of electronic effects of substituents in the series of 2-amino-5-aryl-1,3,4-thiadiazoles. Chem Heterocycl Compd 23, 225–228 (1987). https://doi.org/10.1007/BF00663868

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00663868

Keywords

Search

Navigation