Non-covalent interactions and spectroscopic study of chalcone derivative 1-(4-chlorophenyl)-3-(5-methylfuran-2-yl) prop-2-en-1-one

Abstract

Flavonoids are an object of continuously growing interest because of their simple structure and abundance in nature. Among flavonoids; chalcone derivatives have been identified as very useful compounds, showing a variety of bioactivity and nonlinear optical activity. A combined experimental and theoretical study of a newly synthesized heterocyclic chalcone derivative chemically named as 1-(4-chlorophenyl)-3-(5-methylfuran-2-yl) prop-2-en-1-one (CPMFP) has been characterized using FT-IR, FT-Raman and UV–Vis spectroscopy 113and their experimental results were analyzed in the light of theoretical results obtained by density functional method. The comparison of experimental and calculated UV–Vis absorption spectrum, HOMO-LUMO energy gap and related parameters describing the electronic transitions has been discussed. The first order hyperpolarizability has been calculated using the finite field approach which shows the feeble nonlinear optical behavior of the title compound. The natural bond orbital (NBO) analysis has revealed the bonding-antibonding interactions present in the title compound. The possible sites for the electrophilic/nucleophilic attack have been predicted through the molecular electrostatic potential surface map. In addition to this, a complete quantum theory of atom in molecule (QTAIM) and multi-wavefunction (Multiwfn) analysis of monomer and dimer models of CPMFP has been performed which showed the strength and type of inter/intra molecular interactions present in the title compound.