Effect of substituents on the 13C NMR chemical shifts of para-substituted α-phenyl-β-pyridylacrylic acids

Add time:09/04/2019    Source:sciencedirect.com

The 13C NMR spectra of para-substituted α-phenylcinnamic and 3- and 4-pyridylacrylic acids, with a wide range of substituents effects, were determined in deuterated dimethylsulfoxide (DMSO-d6). The effect of substituents in both the α-phenyl and β-pyridine groups in these acids is investigated using linear free energy relationships and multiple regression analysis as applied to 13C NMR chemical shifts of the Cα and Cβ of the ethylenic bond and the carboxylic group carbon. Dissection of the α-phenyl substituent effects into the inductive and resonance components, using the dual substituent parameter (DSP) method, points to a blend of inductive and resonance effects in the π-electronic system.

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