Basicity of azoles. 2. Relationship with energy of nonbonding electrons and energy of reorganization of π- and σ-electron systems of a base in ionization and protonation

  • D. K. Danovich
  • V. K. Turchaninov
Physical Chemistry


A theoretical study (AM-1 method) of a broad series of substituted diazoles has shown that a single correlative relationship between the proton affinity (or pKa) and the energy of the nonbonding electron pair of the base can be established only with an accounting for the difference in energies of reorganization of the π-electron system of the heterocycle upon ionization and protonation.


Azole Electron Pair Proton Affinity Correlative Relationship Diazole 
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Copyright information

© Plenum Publishing Corporation 1990

Authors and Affiliations

  • D. K. Danovich
    • 1
  • V. K. Turchaninov
    • 1
  1. 1.Irkutsk Institute of Organic Chemistry, Siberian BranchAcademy of Sciences of the USSRUSSR

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