A systematic entropy relationship for the general-base catalysis of the deprotonation of a carbon acid. A quantitative probe of transition-state solvation
JW Bunting, D Stefanidis
文献索引:Bunting, John W.; Stefanidis, Dimitrios Journal of the American Chemical Society, 1990 , vol. 112, # 2 p. 779 - 786
Abstract: The general-base-catalyzed deprotonation of a carbon acid, the 1-methyl-4- (phenylacetyl) pyridinium cation (pK,= 9.02 at 25" C), has been investigated for 32 general- base catalysts (25 amines and seven phenoxide ions) in aqueous solution. Amines give a generally scattered Brernsted plot; ring-substituted benzylamines have 6= 0.52, and ring- substituted phenoxides have 6= 0.60, with the phenoxides being more reactive than ...