Premium
Theoretical studies on the aromaticity of selected hydroxypyrones and their cations and anions. Part 1—Aromaticity of heterocyclic pyran rings
Author(s) -
Zborowski Krzysztof,
Grybos Ryszard,
Proniewicz Leonrad M.
Publication year - 2005
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.844
Subject(s) - aromaticity , chemistry , pyran , computational chemistry , molecule , stereochemistry , organic chemistry
The aromaticity of heterocyclic pyran rings in selected hydroxypyrones and their anions and cations was studied using three aromaticity indices, HOMA, I 6 and NICS. These values were determined for theoretical geometries obtained at the HF, SVWN, B3LYP and B1LYP levels of calculations with the 6–311 + +G(d,p) basis set. The data obtained show that the aromaticity for the hydroxypyrones under investigation increases in the order: anion < neutral molecule < cation. Copyright © 2004 John Wiley & Sons, Ltd.