Premium
The relationship between electron densities and the electronic substituent constants for substituted pyridines
Author(s) -
Pilarski Bogusław,
Os̀miałowski Krzysztof,
Kaliszan Roman
Publication year - 1985
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560280206
Subject(s) - cndo/2 , substituent , chemistry , pyridine , ring (chemistry) , electron density , computational chemistry , nitrogen atom , bond length , electronegativity , density functional theory , electron , molecule , medicinal chemistry , organic chemistry , physics , quantum mechanics
The electron density at the pyridine nitrogen atom and the π‐electron density of the pyridine ring were calculated by the CNDO /2‐ MO method assuming standard bond lengths and angles. The indices were found to correlate with the p K a values of pyridine derivatives and with the electronic substituent constants of the Hammett type. The correlations were best for four‐substituted pyridines, making the routine CNDO /2‐ MO calculations useful for studies of quantitative relations between structure and biological activity of the compounds.