DFT Computational Studies on (E)-4-bromo-5-fluoro-2-((4-methoxyphenylimino)methyl)phenol

Abstract

In this study, the molecular structure, molecular electrostatic potential, atomic charges, and molecular orbital energies have been investigated of (E)-4-bromo-5-fluoro-2-((4-methoxyphenylimino)methyl)phenol using the densitiy functional theory calculations. The Becke's three parameter hybrid functional and Lee-Yang-Parr correlation functionals (B3LYP) were utilized in the calculations with the 6-31G(d) basis set. The molecular electrostatic potential map shows that the negative potential sites are on electronegative atoms as well as the positive potential sites are around the hydrogen atoms. Namely, the title compound can act as multidentate ligand to bind one or two metal centers, so resulting in interesting metal complexes with different coordination geometries. Both the highest occupied molecular orbitals (HOMOs) and the lowestlying unoccupied molecular orbitals (LUMOs) are mostly the p-antibonding type orbitals. The value of the energy separation between the HOMO and LUMO is very large. This large HOMO–LUMO gap automatically means high excitation energies for many of excited states, a good stability and a high chemical hardness for the title compound.