DFT quantum chemical calculations (Fukui functions, NLO, TDOS, OPDOS, DNA/ECT) on 4-(dec-2yn-1-yloxy)phthalonitrile

Abstract

In this study, structural and electronic properties of 4-(dec-2yn-1-yloxy)phthalonitrile were analyzed theoretically. The optimized structure in the gas phase of the title compound was achieved by density functional theory (DFT) method with the B3LYP hybrid functional using 6-31G (d,p) basis set. Then, IR, ¹H-NMR, ¹³C-NMR spectroscopic properties of the title molecule were calculated and compared with the corresponding experimentally ones. Besides these, the molecular electrostatic potential (MEP) surface, frontier molecular orbitals (FMO), chemical activity, Fukui function analysis, nonlinear optical properties (NLO) in different solvent environments, total (TDOS), partial (PDOS) and overlap population density of state (OPDOS) diagrams were offered. Finally, the interactions between the title molecule with adenine, cytosine, thymine and guanine which are DNA bases were investigated by using the electrophilicity-based charge transfer (ECT) method and charge transfer (ΔN). According to NLO calculations, the value of the first hyperpolarizability of the title compound in the gas phase was found nearly twenty two times more than that of urea.