A study of substituent effects on the NH bond in alkyl and aryl 4,6-disubstituted-3-cyano-2-pyridones

Substituent effects on the IR stretching frequencies and 1H-NMR chemical shifts of the pyridone NH group in 4- and 6-disubstituted alkyl and aryl 3-cyano-2-pyridones were investigated. The bands most sensitive to substituent effects from the broad and multiple IR NH band for each compound were selec...

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Bibliographic Details
Published in:Journal of the Serbian Chemical Society 2007-12, Vol.72 (12), p.1229-1236
Main Authors: MILICA MISIC–VUKOVIC, SLOBODANKA JOVANOVIC, DUSAN MIJIN, JANOSZ CSANADI, DEJAN DJOKOVIC
Format: Article
Language:English
Subjects:
IR and 1H-NMR spectra
LFER analysis
NH bond
substituted 2-pyridones
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Summary:Substituent effects on the IR stretching frequencies and 1H-NMR chemical shifts of the pyridone NH group in 4- and 6-disubstituted alkyl and aryl 3-cyano-2-pyridones were investigated. The bands most sensitive to substituent effects from the broad and multiple IR NH band for each compound were selected by a computer calculation. The selected values of the IR frequencies and the determined 1H-NMR chemical shifts were subjected to LFER analysis, by correlations with the Hamett σm/p and Swain–Lupton F and R substituent constants.
ISSN:0352-5139