Synthesis, DFT studies on a series of tunable quinoline derivatives

Abstract

The synthesis, Density Functional Theory (DFT) calculations, and photo physical characteristics of a range of quinoline derivatives have been described in the present work. Initially, the innovative derivatives are synthesized through the cyclization of 2-amino-5-nitrobenzophenone with either acetyl acetone or ethyl acetoacetate, followed by reducing the nitro group to an amine. Subsequently, these compounds undergo an acid-amine cross-coupling reaction. The investigation shows the DFT and photo physical properties of these substances. It is noteworthy that compound 6z exhibits the most remarkable Stokes shift among the fluorophores investigated. Furthermore, the research also provides insights into the electrophilicity index, Electronegativity, chemical potential, chemical hardness and softness properties. These properties are determined by utilizing Density Functional Theory (DFT) calculations and evaluating electron potential efficiency and using computational methods Time-Dependent Density Functional Theory (TD-DFT) to predict absorption spectra in molecules at the B3LYP/6-31G′(d,p) level/basis.