Spectroscopic (FTIR, FT-Raman, UV–Vis) studies, NMR, NBO analysis, molecular docking studies on 2-cyano-5-fluoropyridine and 3-cyano-2-fluoropyridine

Abstract

In this present work, to investigate the physicochemical properties of the molecules, extensive quantum chemical calculations have been performed on 2-cyano-5-fluoropyridine (2C5FP) and 3-cyano-2-fluoropyridine (3C2FP). Infrared and Raman spectra analysis have been carried out to study the vibrational modes of the molecule. Based on density function theory (DFT) with 6–311 ++ G (d, p) basis set, was also used to compute the same modes. As a result of intramolecular interactions, charge transfer or delocalization of charge has been explained by natural bond orbital analysis. The NMR study was also carried out experimentally and theoretically. The nucleophilic and electrophilic sites were predicted by Molecular Electrostatic Potential surface (MEP). By using the same functional and basis set and GIAO method, theoretical predictions were made. The absorption wavelengths of title molecules have been studied both theoretically and experimentally using UV–visible analysis. The Mullikan population analysis and Natural atomic charges are used to calculate the net charges of the atoms in the molecules, and the calculated net charges are compared to the experimental chemical shift values. A molecular docking study revealed that the title molecules may have antidiabetic properties when bound to protein Glycogen Phosphorylase B Complexed Glucose.

Keywords

• Pyridine
• NBO
• Molecular docking
• FT-IR
• FT-Raman
• UV