Experimental and DFT Investigation of 6‐arylated‐pyridin‐3‐yl methanol Derivatives

Abstract

An investigation based on synthesis of 6‐arylated‐pyridine‐3‐yl)methanol derivatives: 6‐(2‐benzofuranyl)pyridin‐3‐yl)methanol (BFPM), (6‐([biphenyl]‐4‐yl)3‐pyridinyl methanol (BPPM), 6‐(3‐Flourophenyl)‐4‐pyridine‐methanol (FPPM), and 6‐(4‐Chlorophenyl)‐4‐pyridine‐methanol (CPPM) compounds is presented in this study. Furthermore, a comparison of experimental spectroscopic data (NMR, FTIR, UV‐Vis), structural factors, nonlinear optical characteristics with theoretical frontier molecular orbital analysis, natural population analysis, natural bond orbitals analysis of pyridine derivatives is drawn using density functional theory (DFT) and time‐dependent density functional theory (TD‐DFT) at the B3LYP/6‐311+G (2d,p) level of theory was used. Therefore, the DFT‐based findings and experimental data were in perfect accord. By using NBO analysis, it has been possible to understand how charge delocalization and HP interactions contribute to molecule stability. Moreover, the FMO energy levels were used to calculate global reaction characteristics, which showed that FPPM with the highest ▵ELUMO – HOMO of 4.91 eV, was less reactive and more stable than BFPM, BPPM, and CPPM. Compared to the prototype compound, NLO studies revealed that BFPM, BPPM, FPPM, and FPPM exhibit better characteristics, revealing their potential for use in photoelectric technology.