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

Author:

Ahmed Adnan1,Adeel Muhammad1,Niaz Shanawer234ORCID,Raouf Abdul1,Aiman Ume1,Abdullah Bin Shaffiq Muhammad1,Ramay Shahid M.5,Mushtaq Irfan6

Affiliation:

1. Institute of Chemical Sciences Gomal University Dera Ismail Khan Khyber Pukhtoon Khwa Pakistan

2. Department of Physics Thal University Bhakkar Bhakkar 30000 Pakistan

3. Department of Physics University of Sargodha Sargodha 40100 Pakistan

4. Molecular Engineering Laboratory at the Department of Physics University of Patras Patras Greece

5. Physics and Astronomy Department College of Science King Saud University P.O. Box 2455 Riyadh 11451 Saudi Arabia

6. Department of Chemistry Ghazi University Dera Ghazi Khan Punjab Pakistan

Abstract

AbstractAn 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.

Funder

King Saud University

Publisher

Wiley

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