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Russian Chemical Bulletin

, Volume 61, Issue 6, pp 1111–1116 | Cite as

Criteria for aromaticity of mesoionic heterocycles

  • Yu. I. Nein
  • Yu. Yu. Morzherin
Full Articles

Abstract

The quantum chemical calculations of the basic criteria for aromaticity (nucleus-independent chemical shift (NICS), aromatic stabilization energy (ASE), and parameters of harmonic oscillator model of aromaticity (HOMA), and geometric indices (I 5)) of 54 mesoionic heterocycles in the 6–31G* split-valence basis set were performed in terms of the density functional theory (DFT) with the B3LYP exchange-correlation hybrid functional. The aromatic nature of the mesoionic heterocycles containing the pyridinium N atom was shown.

Key words

mesoionic heterocycles criteria for aromaticity nucleus-independent chemical shifts (NICS) aromatic stabilization energy (ASE) HOMA parameter split-valence basis set 6–31G* density functional theory (DFT) exchange-correlation hybrid functional B3LYP. 

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Copyright information

© Springer Science+Business Media New York 2012

Authors and Affiliations

  1. 1.Ural Federal University named after the First President of Russia B. N. EltsinEkaterinburgRussian Federation

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