Enhanced Method for the Synthesis and Comprehensive Characterization of 1‑(4-Phenylquinolin-2-yl)propan-1-one

We present an enhanced method for synthesizing a novel
compound,
1-(4-phenylquinolin-2-yl)propan-1-one (3), through the
solvent-free Friedländer quinoline synthesis using poly(phosphoric
acid) as an assisting agent. The crystal structure of compound 3 is analyzed using FT-IR, and the chemical shifts of its 1H- and 13C NMR spectra are measured and calculated
using B3LYP/6-311G(d,p), CAM-B3LYP/6-311G(d,p), and M06-2X/6-311G(d,p)
basis sets in the gas phase. Additionally, the optimized geometry
of quinoline 3 is compared with experimental X-ray diffraction
values. Through density functional theory calculations, we explore
various aspects of the compound’s properties, including noncovalent
interactions, Hirshfeld surface analysis, nonlinear optical properties,
thermodynamic properties, molecular electrostatic potential, and frontier
molecular orbitals. These investigations reveal chemically active
sites within this quinoline derivative that contribute to its chemical
reactivity.