Kaştaş, Çiğdem Albayrak, Kaştaş, Gökhan, Gür, Mahmut, Muğlu, Halit, Büyükgüngör, OrhanKaştaş Ç.A., Kaştaş G., Gür M., Muʇlu H., Büyükgüngör O.Kastas, CA, Kastas, G, Gur, M, Muglu, H, Buyukgungor, O2023-05-092023-05-092015-12-052015-07-132015.01.011386-1425https://hdl.handle.net/20.500.12597/13027In this study, the tautomeric equilibrium between the phenol-imine and keto-amine structural forms of (E)-4,6-dibromo-2-[(4-fluorophenylimino)methyl]-3-methoxyphenol compound has been investigated with experimental (XRD, UV-vis and NMR) and theoretical (DFT and TD-DFT) methods. The results clearly show that structural preference of the compound is definitely depended on its state. Namely, the compound exists in phenol-imine form in the solid state while one or both of these forms can be seen in solvent media. For example, the compound prefers phenol-imine form in benzene while both forms exist in EtOH and DMSO solvents. Coexistence of two forms has been quantified with NMR studies, giving a ratio of 11:9 for phenol and keto structures of the compound in acetone-d6 solvent.Abstract In this study, the tautomeric equilibrium between the phenol-imine and keto-amine structural forms of (E)-4,6-dibromo-2-[(4-fluorophenylimino)methyl]-3-methoxyphenol compound has been investigated with experimental (XRD, UV-vis and NMR) and theoretical (DFT and TD-DFT) methods. The results clearly show that structural preference of the compound is definitely depended on its state. Namely, the compound exists in phenol-imine form in the solid state while one or both of these forms can be seen in solvent media. For example, the compound prefers phenol-imine form in benzene while both forms exist in EtOH and DMSO solvents. Coexistence of two forms has been quantified with NMR studies, giving a ratio of 11:9 for phenol and keto structures of the compound in acetone-d<inf>6</inf> solvent.falseKeto-amineNMRPhenol-imineSchiff baseTautomerismX-rayKeto-amine | NMR | Phenol-imine | Schiff base | Tautomerism | X-rayJournal Article10.1016/j.saa.2015.07.03010.1016/j.saa.2015.07.0302-s2.0-84938093704WOS:00036186130009226172460731738151