The NMR spectral characteristics of some <i>meso</i>‐Ionic <i>s</i>‐triazoles

Abstract

Abstract The hetero‐ring proton of anhydro ‐1,4‐diphenyl‐3‐mercapto‐ s ‐triazolium hydroxide (I) is more highly deshielded than its 3‐hydroxy analog (II). The chemical shifts of the hetero‐ring proton for compounds I and II were found to be solvent dependent due to hydrogen bond formation. Two series of anhydro ‐1,4‐diaryl‐3‐hydroxy‐ s ‐triazolium hydroxides have been synthesized and their NMR spectra determined. The chemical shift of the hetero‐ring proton of these compounds was found to correlate with the Hammett sigma constants of the meta ‐ and para ‐ substituents in the aryl groups.