Proton transfer from intramolecularly hydrogen-bonded 4-(m-nitrophenylazo)salicylate ion to bases occurs by a two-step mechanism through a low concentration of the non-hydrogen-bonded species from which the proton is removed; a one-step attack by base on the hydrogen-bonded species is ruled out.
F. Hibbert and A. Awwal, J. Chem. Soc., Chem. Commun., 1976, 995 DOI: 10.1039/C39760000995
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