Albayrak, CigdemKastas, GokhanOdabasoglu, MustafaBuyukgungor, Orhan2025-03-232025-03-2320141386-14251873-3557https://doi.org/10.1016/j.saa.2013.10.022https://hdl.handle.net/11486/6069o-Hydroxy Schiff bases have two tautomers known as phenol-imine and keto-amine forms. In the present work, the tautomerism in (E)-4-Bromo-2-[(2,3-dihydroxypropylimino)methyl]phenol compound has been investigated by experimental (XRD, FT-IR and UV-vis) and computational (DFT and TD-DFT) methods. The X-ray diffraction (XRD) study reveals that the title compound favors a resonance hybrid structure of phenol-imine and keto-amine forms in the solid state rather than having these forms separately or jointly. Experimental UV-vis study of proton transfer process in solvent media (Benzene, DMSO and EtOH) shows the preference of phenol-imine form in benzene while both phenol-imine and keto-amine characteristics are present in EtOH and DMSO. (C) 2013 Elsevier B.V. All rights reserved.eninfo:eu-repo/semantics/closedAccessSchiff BaseTautomerismPhenol-imineKeto-amineX-rayEnantiomerExistence of a resonance hybrid structure as a result of proton tautomerism in (±)-(E)-4-Bromo-2-[(2,3-dihydroxypropylimino)methyl]phenol racemateArticle12020120710.1016/j.saa.2013.10.022241846222-s2.0-84886744205Q1WOS:000331342500028Q1