title: Analysis of tautomeric equilibrium in (E)-4,6-dibromo-2-[(4-fluorophenylimino)methyl]-3-methoxyphenol compound.
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-d6 solvent.
authors.affiliation: Sinop University, Faculty of Arts and Sciences, Department of Chemistry, 57000 Sinop, Turkey. Electronic address: calbayrak@sinop.edu.tr.
authors.forename: Çiğdem Albayrak
authors.initials: ÇA
authors.lastname: Kaştaş
authors.affiliation: Ondokuz Mayıs University, Civil Aviation College, Samsun, Turkey.
authors.forename: Gökhan
authors.initials: G
authors.lastname: Kaştaş
authors.affiliation: Kastamonu University, Faculty of Forest, Forest Industry Engineering, Kastamonu, Turkey.
authors.forename: Mahmut
authors.initials: M
authors.lastname: Gür
authors.affiliation: Kastamonu University, Faculty of Arts and Sciences, Department of Chemistry, Kastamonu, Turkey.
authors.forename: Halit
authors.initials: H
authors.lastname: Muğlu
authors.affiliation: Ondokuz Mayıs University, Faculty of Arts and Sciences, Department of Physics, 55139 Kurupelit-Samsun, Turkey.
authors.forename: Orhan
authors.initials: O
authors.lastname: Büyükgüngör
keywords: Keto-amine; NMR; Phenol-imine; Schiff base; Tautomerism; X-ray