Skip to main content
SpringerLink
Log in

Electronic structure and aromaticity of planar singlet π-electron monocyclic π2 carbenes

  • Published:
Theoretical and Experimental Chemistry Aims and scope

Abstract

Induced π-electron ring currents and relative diamagnetic susceptibilities of planar singlet π-electron monocyclic π2 carbenes are calculated in the coupled variant of perturbation theory in the CNO method. It is shown that the parity theorem holds for charged planar σ2 and π2 carbenes formally generated by the detachment of a proton or a hydride ion from alternant hydrocarbons. This leads, in such carbenes, to the same energies of singlet-singlet and singlet-triplet transitions, electric polarizabilities, conjugation energies, π-electron ring currents, diamagnetic susceptibilities and current contributions to chemical shifts, whereas the charge contributions to the latter are of opposite signs.

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

References

  1. Yu. B. Vysotskii and Ya. V. Zaikovskaya, Teor. Éksp. Khim.,29, No. 1, 41 (1993).

    Google Scholar 

  2. O. M. Nefedov, A. I. Ioffe, and L. G. Menchikov, Carbene Chemistry [in Russian], Khimiya, Moscow (1990).

    Google Scholar 

  3. H. D. Hartzler, in: Carbenes, Vol. 2, R. A. Moss and M. Jones, Jr. (eds.), Wiley, New York, pp. 3–100.

  4. Yu. B. Vysotskii and L. N. Sivyakova, Teor. Éksp. Khim.,21, No. 3, 293 (1985).

    Google Scholar 

  5. M. M. Mestechkin, The Matrix Density Method in Molecular Theory [in Russian], Nauk. Dumka, Kiev (1977).

    Google Scholar 

  6. V. V. Ershov and G. A. Nikiforov, Usp. Khim.,44, No. 10, 1775 (1975).

    Google Scholar 

  7. Yu. B. Vysotskii and L. N. Sivyakova, Teor. Éksp. Khim.,25, No. 3, 277 (1989).

    Google Scholar 

  8. R. B. Mallion and D. H. Rouvray, J. Math. Chem.,21, No. 5, 1 (1990).

    Google Scholar 

  9. L. T. Scott, J. Am. Chem. Soc.,103, No. 19, 5875 (1981).

    Google Scholar 

  10. Yu. B. Vysotskii, N. A. Kovach, and O. P. Shvaika, Izv. Sib. Otd. Akad. Nauk SSSR Ser. Khim. Nauki, No. 1, 5 (1980).

Download references

Authors
  1. Yu. B. Vysotskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Ya. V. Zaikovskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. O. A. Gorban'
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Donbas State Academy of Building and Architecture, 1 Derzhavina St., 339023 Makeevka, Donetsk Region, Ukraine. Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 32, No. 3, pp. 157–162, May–June, 1996. Original article submitted December 5, 1994.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Vysotskii, Y.B., Zaikovskaya, Y.V. & Gorban', O.A. Electronic structure and aromaticity of planar singlet π-electron monocyclic π2 carbenes. Theor Exp Chem 32, 139–143 (1996). https://doi.org/10.1007/BF01373238

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01373238

Keywords

Search

Navigation