Skip to main content
SpringerLink
Log in

Mechanism of amination of aziridines and oxiranes. 4. Quantum-chemical investigation of the effect of the polar solvent

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The effect of nonspecific solvation on the mechanism of the amination of three-membered rings was investigated by the MINDO/3 quantum-chemical method and by the solvaton model.

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. S. G. Koldobskii, G. F. Tereshchenko, V. A. Bobylev, and A. R. Dalin, Khim. Geterotsikl. Soedin., No. 8, 1036 (1986).

    Google Scholar 

  2. H. A. Germer, Theor. Chim. Acta,34, 145 (1974).

    Google Scholar 

  3. L. G. Gorb, I. A. Abronin, N. V. Kharchevnikova, and G. M. Zhidomirov, Zh. Fiz. Khim.,58, 9 (1984).

    Google Scholar 

  4. K. C. Westaway, Can. J. Chem.,56, 2691 (1978).

    Google Scholar 

  5. S. G. Koldobskii, V. A. Bobylev, G. F. Tereshchenko, and Yu. V. Puzanov, Zh. Obshch. Khim.,53, 2356 (1983).

    Google Scholar 

  6. A. Yu. Shibaev, N. V. Astrat'eva, and G. F. Tereshchenko, Zh. Obshch. Khim.,54, 2744 (1984).

    Google Scholar 

  7. D. S. Zhuk, Paper deposited at VINITI, No. 709-81 Dep.

  8. P. Ferrero, F. Berbe, and I. R. Flamme, Bull. Soc. Chim. Belg.,56, 349 (1947).

    Google Scholar 

  9. A. C. Hopkinson, M. H. Lien, I. G. Crizmadia, and K. Yates, Theor. Chim. Acta,47, 97 (1978).

    Google Scholar 

  10. A. C. Hopkinson, M. H. Lien, I. G. Crizmadia, and K. Yates, Theor. Chim. Acta,55, 1 (1980).

    Google Scholar 

  11. Kh. A. Arutyunyan, A. O. Topoyan, S. P. Davtyan, and N. S. Enikolopyan, Dokl. Akad. Nauk SSSR,214, 832 (1974).

    Google Scholar 

  12. P. A. Gembitskii, D. S. Zhuk, and V. A. Kargin, Chemistry of Ethylene Imine [in Russian], Nauka, Moscow (1966), p. 256.

    Google Scholar 

  13. R. Ghirardelli and H. J. Lucas, J. Am. Chem. Soc.,79, 734 (1957).

    Google Scholar 

  14. L. M. Timofeeva and V. G. Avakyan, Izv. Akad. Nauk SSSR, Ser. Khim., 1557 (1980).

  15. D. H. Aue, H. M. Webb, and M. T. Bowers, J. Am. Chem. Soc.,98, 318 (1976).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. State Institute of Applied Chemistry, Leningrad

    S. G. Koldobskii, G. F. Tereshchenko, V. A. Bobylev & A. R. Dalin

Authors
  1. S. G. Koldobskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. G. F. Tereshchenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. A. Bobylev
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. R. Dalin
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

For Communication 3, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1042–1047, August, 1986.

The authors are grateful to M. V. Bazilevskii, I. A. Abronin and L. G. Gorb for discussion of the results.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Koldobskii, S.G., Tereshchenko, G.F., Bobylev, V.A. et al. Mechanism of amination of aziridines and oxiranes. 4. Quantum-chemical investigation of the effect of the polar solvent. Chem Heterocycl Compd 22, 839–844 (1986). https://doi.org/10.1007/BF01175055

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01175055

Keywords

Search

Navigation