Spectroscopic, molecular structure characterizations and quantum chemical computational studies of (E)-5-(diethylamino)-2-[(2-fluorophenylimino)methyl]phenol

The molecular structure and spectroscopic properties of (E)-5-(diethylamino)-2-[(2-fluorophenylimino)methyl]phenol were characterized by X-ray diffraction, IR and UV/Vis spectroscopy. These properties of title compound were also investigated from calculative point of view. Geometry optimization in gas phase was performed using DFT method with B3LYP applying 6-311G(d,p) basis set and geometry optimizations in solvent media were performed with the same level of theory by the polarizable continuum model (PCM). TD-DFT calculations starting from optimized geometry were carried out in both gas and solution phase to calculate excitation energies of title compound. In addition, while the non-linear optical properties were computed, thermodynamic properties were obtained at the optimized geometry with the same level of theory. The intramolecular proton transfer process from enol form to keto form was investigated using DFT method with B3LYP applying 6-311G(d,p) basis set. Transition state structure in EtOH was performed with the same level of theory by the polarizable continuum model (PCM). (C) 2010 Elsevier B.V. All rights reserved.