SPECTROSCOPIC AND KINETIC-STUDIES ON THE ELECTRON DONOR-ACCEPTOR INTERACTION BETWEEN A SERIES OF METHYLATED ANILINES AND NAPHTHALENE-1,4,5,8-TETRACARBOXYLIC DIANHYDRIDE

The electron donor-acceptor (EDA) interaction between naphthalene-1,4, 5,8-tetracarboxylic dianhydride and a series of methylated anilines ha s been studied in carbon tetrachloride medium. It is found that the N- substituted anilines form stable 1:1 EDA complexes while those with fr ee -NH2, group form 2(donor) : 1(acceptor) EDA complexes which decay b y a mechanism first order with respect to the complex but zero order w ith respect to both acceptor and donor. The trend in the charge transf er transition energies of the complexes has been rationalised by a com parison with the CT bands of EDA complexes of the same anilines with t etracyanoethylene and a PMO calculation on the anilines. A perturbatio nal Huckel parameter h(Me) has been found from this trend and its valu e, - 0.4, is in close agreement with Streitwieser's recommended value (-0.5).