Dynamic NMR as a Nondestructive Method for the Determination of Rates of Dissociation. X. Rates of Dissociation of the C–N Bond in Substituted 1-(1,3-Dithiolan-2-yl)pyridinium Perchlorates

Rates of dissociation of the C–N bond in substituted 1-(1,3-dithiolan-2-yl)pyridinium ions in the perchlorate forms were obtained by the dynamic NMR technique in nitromethane-d3 and for one case in acetonitrile-d3. The study of the substituent effects on the rates of dissociation revealed that the rates were linearly correlated with the pKa values of the substituted pyridines. The mechanism of the dissociation was postulated to be of SN2 type, the perchlorate ion acting as a nucleophile, from the kinetic data.