Electronic structure and properties of 2- and 4-hydroxypyridines - Aromatic substitution reactions

The electronic structure of 2- and 4-hydroxypyridines and their chemical reaction capacity have been studied following the pattern of aromatic substitution in neutral, acid, and alkaline media within the framework of the Hückel approximation of the LCAO MO method. The reaction capacity indexes were calculated for both isolated and reacting molecules. It was shown that the calculated magnitudes agree well with previously recorded experimental data. The results obtained may serve to predict the direction of aromatic substitution reactions not yet studied within the hydroxypyridines series and their derivatives. © 1972 Consultants Bureau.