Homolytic bond dissociation enthalpies of the acidic H - A bonds caused by proximate substituents in sets of methyl ketones, carboxylic esters, and carboxamides related to changes in ground state energies

Article abstract of DOI:10.1021/ja00132a008

Equilibrium acidities in DMSO were measured for the N-H bonds in 15 carboxamides, and the homolytic bond dissociation enthalpies (BDEs) for these bonds were estimated. For the N-H bonds in five aliphatic carboxamides, the average pK_HA is 25.5 a