FT-IR AND C-13-NMR CORRELATIONS FOR SOME N-SUBSTITUTED AZOLES AND BENZAZOLES

The FT-IR (in carbon tetrachloride) and C-13-NMR (in deuterochloro-for m) spectra of six p-substituted aniline derivatives, as reference comp ounds, and nine 1-p-aminophenyl-azoles and benzazoles were recorded. T he measured spectral parameters from FT-IR were symmetric, nu(s)(NH2), and antisymmetric, nu(as)(NH2), stretching fundamentals and their ban d intensity ratio, A(nu(as))/A(nu(s)), while the corresponding C-13-NM R parameters were C-1 to C-4 chemical shifts of 1-p-aminophenyl carbon s. Different IR and C-13-NMR spectral parameters and Hammett constants sigma(p) (or sigma(p)(-)) were correlated, and statistic analysis of the results permitted an estimation of sigma(p) values of the nine (az ol-1-yl) substituents. An empirical equation to calculate the Hammett constants of new azoles and benzazoles is proposed.