Efficient Factors on the Hydrolysis Reaction Rate of Some Para-diamines Derivatives: Experimental and Theoretical Studies

Electrochemical oxidation of some para-diamines derivatives (N,N-diethyl-p-phenylenediamine (1), 4-morpholinoaniline (2) and 2,5-diethoxy 4-morpholinoaniline (3) ) in acidic solution hasbeen investigated both experimentally and theoretically to provide insight into the influence of some factors on the hydrolysis reaction rate. Despite structural similarity of studied species there is a significant difference in the rate of hydrolysis. The result of this work shows that theelectrogenerated p-quinonediimines (1Hox2+, 2Hox2+ and 3Hox2+) participate in the hydrolysis reaction and are converted to their p-benzoquinones (2d and 3c). The hydrolysis reaction ratestrongly depends on the structure of the p-quinonedimines. The effect of charge of reaction site(C1 and C4) and N=C bond orders (Wiberg Bond Indices, WBIs) on the hydrolysis rate were studied. All calculations were performed using Density Functional Theory (DFT) B3LYP level of theory and 6-311+G (p,d) basis set.

کلیدواژه ها:

Cyclic voltammetry ، Para-quinonediimines ، Hydrolysis ، Para-benzoquinone ، Density Functional Theory (DFT)