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Chemistry of Heterocyclic Compounds

, Volume 42, Issue 7, pp 918–928 | Cite as

Correlations of the physicochemical parameters of azaindoles with their reactions

  • J. A. Kereselidze
  • Z. V. Pachuliya
  • T. Sh. Zarkuya
  • Sh. A. Samsoniya
Article

Abstract

Using the AM1 semiempirical quantum method the enthalpies of formation, ionization energies, electron affinities, energy differences between highest occupied and lowest unoccupied orbitals, atomic charges, bond orders, and dipole moments have been calculated for 4-, 5-, 6-, and 7-azaindoles. A correlation has been built up between the calculated physicochemical parameters and the Hammett para-substituent and inductive constants. The 1H to 7H proton transfer in 7-azaindole has been quantitatively described.

Keywords

azaindoles dipole moments atomic charges correlations proton transfer semiempirical quantum-chemical calculations bond orders ionization potentials electron affinities enthalpies of formation 

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Copyright information

© Springer Science+Business Media, Inc. 2006

Authors and Affiliations

  • J. A. Kereselidze
    • 1
  • Z. V. Pachuliya
    • 1
  • T. Sh. Zarkuya
    • 1
  • Sh. A. Samsoniya
    • 1
  1. 1.I. Javakhishvili State UniversityTbilisiGeorgia

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