14N nuclear quadrupole resonance study of substituted anilines and prediction of in vitro activity of sulfanilamides

Abstract

Abstract14N nuclear quadrupole resonance (NQR) spectra of 22 monosubstituted anilines are reported and analyzed in the framework of the Townes and Dailey theory. Satisfactory correlations of the NQR data with both the Hammett σ parameters and the in vitro biological activities of the corresponding sulfanilamides have been found. The results obtained suggest that the nitrogen lone‐pair orbital is more sensitive than the nitrogen–carbon sigma orbital is to substituent effects.