Chemistry of Heterocyclic Compounds

, Volume 23, Issue 1, pp 44–48 | Cite as

Dependence of the reactivity of five-membered aromatic heterocycles on their structure. 1. Effect of the number, type, and position of nitrogen atoms on the proton affinity of aminoazoles

  • V. G. Andrianov
  • M. A. Shokhen
  • A. V. Eremeev
  • S. V. Barmina


The proton affinities (PA) of 16 aminoazoles were calculated by the MNDO and ab initio methods. It was assumed that the effect of the heteroatom on the PA is determined by its type and position and does not depend on the presence of other heteroatoms in the ring. Quantitative characteristics reflecting the effect of heteroatoms at various positions on the PA were obtained by the method of least squares.


Nitrogen Organic Chemistry Nitrogen Atom Quantitative Characteristic Proton Affinity 
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Copyright information

© Plenum Publishing Corporation 1987

Authors and Affiliations

  • V. G. Andrianov
    • 1
  • M. A. Shokhen
    • 1
  • A. V. Eremeev
    • 1
  • S. V. Barmina
    • 1
  1. 1.Institute of Organic SynthesisAcademy of Sciences of the Latvian SSRRiga

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