On the nonadditivity of the substituent effect in homo‐disubstituted pyridines
作者： Karol Hęclik , Jan Cz. Dobrowolski
DOI: 10.1002/POC.3656
关键词: Lone electron pair 、 Benzene 、 Ring (chemistry) 、 Medicinal chemistry 、 Pyridine 、 Stereochemistry 、 Hyperconjugation 、 Substituent 、 Lone pair 、 Chemistry
摘要: The substituent effect in mono- and disubstituted pyridines was studied by means of the sEDA pEDA descriptors expressing on σ- π-electron systems ring, respectively. calculated for or can be presented as perfectly linear functions either benzene monosubstituted pyridine descriptors, For there are substantial deviations from linearity observed both systems. systems, nonadditivity is strongly pronounced substituents ortho- para-positions to each other while it only weak meta-located groups. correlations between charge at nitrogen lone electron pair withdrawing donating properties substituent. In general, increases with increase σ-electron ability but decreases substituents. Again, effects more significant than meta-position. influence pair, belonging system pyridines, shows presence hyperconjugation substituted pyridines. also clearly cross-dependencies descriptors.
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