TY - JOUR
T1 - Enhanced Method for the Synthesis and Comprehensive Characterization of 1-(4-Phenylquinolin-2-yl)propan-1-one
AU - Rajendran, Satheeshkumar
AU - Montecinos, Rodrigo
AU - Cisterna, Jonathan
AU - Prabha, Kolandaivel
AU - Rajendra Prasad, Karnam Jayarampillai
AU - Palakurthi, Sushesh Srivatsa
AU - Aljabali, Alaa A.A.
AU - Naikoo, Gowhar A.
AU - Mishra, Vijay
AU - Acevedo, Roberto
AU - Sayin, Koray
AU - Charbe, Nitin Bharat
AU - Tambuwala, Murtaza M.
N1 - Publisher Copyright:
© 2023 The Authors. Published by American Chemical Society.
PY - 2023/11/21
Y1 - 2023/11/21
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85178122221&partnerID=8YFLogxK
U2 - 10.1021/acsomega.3c04360
DO - 10.1021/acsomega.3c04360
M3 - Article
AN - SCOPUS:85178122221
SN - 2470-1343
VL - 8
SP - 43573
EP - 43585
JO - ACS Omega
JF - ACS Omega
IS - 46
ER -