Journal of the American Chemical Society p. 1423 - 1427 (1994)
Update date:2022-08-11
Topics:
Jonsson, Mats
Lind, Johan
Eriksen, Trygve E.
Merényi, Gábor
By means of pulse radiolysis the one-electron reduction potentials of twelve 4-substituted aniline radical cations and the pKa values of eight 4-substituted aniline radical cations have been determined. Both the potentials and the pKa values were shown to be linearly dependent on the Brown σp+ values for the 4-substituents. The one-electron reduction potentials were also compared to previously reported electrochemically determined E1/2 values resulting in good agreement between the two sets of data. By combining the one-electron reduction potentials and the pKa values the N-H bond dissociation energies of some 4-substituted anilines were calculated, also showing a linear substituent dependence. The absolute N-H bond dissociation energy of aniline found was close to a previously reported value.
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