Skip to main content
SpringerLink
Log in

Molecular structure, orbital structure, and relative stability of conformational isomers of 2-phenyl-5-trifluoroacetylpyrrole and its 1-vinyl derivative, according to data obtained by MNDO and MINDO/3 methods

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

Abstract

According to quantum-chemical calculations and IR spectra, the molecule of 1-vinyl-2-phenyl-5-trifluoroacetylpyrrole has two spectroscopically different rotational isomers. Both forms are characterized by a practically orthogonal position of the phenyl substituent and a substantially nonplanar position of the vinyl and trifluoroacetyl substituent s relative to the central pyrrole fragment. The unsubstituted 2-phenyl-5-trifluoroacetylpyrrole exists primarily in a single form with a planar position of the trifluoroacetyl substituent and an orthogonal position of the phenyl substituent.

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. J. M. Patterson, Synthesis,5, 281 (1976).

    Google Scholar 

  2. B. A. Trofimov and A. I. Mikhaleva, Khim. Geterotsikl. Soedin., No. 10, 1299 (1980).

    Google Scholar 

  3. B. A. Trofimov, A. I. Mikhaleva, and L. V. Morozova, Usp. Khim.,54, No. 6, 1034 (1985).

    Google Scholar 

  4. B. A. Trofimov, Usp. Khim.,58, No. 10, 1703 (1989).

    Google Scholar 

  5. K. M. Marstokk and H. Mallendal, J. Mol. Struct.,23, No. 1, 93 (1974).

    Google Scholar 

  6. M. Nogradi, Stereochemistry: Basic Concepts and Applications, Pergamon Press, New York (1980).

    Google Scholar 

  7. W. J. Orville-Thomas (ed.), Internal Rotation in Molecules, Wiley, New York (1974).

    Google Scholar 

  8. B. A. Trofimov, V. B. Modonov, T. N. Aksamentova, et al., Izv. Akad. Nauk SSSR, Ser. Khim., No. 6, 1322 (1987).

    Google Scholar 

  9. N. I. Golovanova, S. E. Korostova, L. N. Sobenina, et al., Zh. Org. Khim.,19, No. 6, 1294 (1983).

    Google Scholar 

  10. B. A. Trofimov, A. I. Mikhaleva, S. E. Korostova, et al., Zh. Org. Khim., No. 10, 2042 (1979).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Branch of the Academy of Sciences of the USSR, USSR

    V. A. Shagun, N. I. Golovanova, S. E. Korostova & B. A. Trofimov

Authors
  1. V. A. Shagun
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. I. Golovanova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. E. Korostova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. B. A. Trofimov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1785–1792, August, 1990.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shagun, V.A., Golovanova, N.I., Korostova, S.E. et al. Molecular structure, orbital structure, and relative stability of conformational isomers of 2-phenyl-5-trifluoroacetylpyrrole and its 1-vinyl derivative, according to data obtained by MNDO and MINDO/3 methods. Russ Chem Bull 39, 1617–1624 (1990). https://doi.org/10.1007/BF00961489

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00961489

Keywords

Search

Navigation