PMR SPECTRAL PARAMETERS OF SOME 2-AND 2, 3-SUBSTITUTED NAPHTHOQUINONES AND THEIR RELATION TO ELECTRONIC STRUCTURES

The PMR spectra of twenty 2- and 2,3-substituted naphthoquinones were analyzed. The chemical shifts for three of the compounds were assigned by selective deuteration. Additivity of the chemical shift substituent effects was established for the disubstituted quinones, thus making it possible to assign the chemical shifts in the remaining monosubstituted derivatives. Correlations with the redox potential and σp have been developed for the chemical shifts of H7 and H3. The PMR parameters are discussed in relation to the electronic structure of the quinone systems. © 1969.