TIMING OF BONDING CHANGES IN FUNDAMENTAL REACTIONS IN SOLUTIONS - PYRIDINOLYSIS OF A TRIAZINYLPYRIDINIUM SALT

Pyridinolysis of 1-(4,6-diphenoxy-1,3,5-triazin-2-yl) pyridinium chlor ide with substituted pyridines in aqueous solution exhibits a non-line ar Bronsted correlation possessing a break-point at the pK(a) of the p yridine nucleophile equal to that of the leaving group: the results ar e consistent with the intervention of a Meisenheimer-like intermediate and the full effective charge map for solution states along the react ion coordinate indicates substantial bonding change in the formation o f the transition states.