UV-Vis, FTIR, 1H, 13C NMR spectra and thermal studies of charge transfer complexes formed in the reaction of Gliclazide with π- and σ-electron acceptors

Abstract

Charge transfer interactions (CT) between a gliclazide (GLC) donor and a picric acid (PA) π acceptor or iodine σ acceptor, were studied in a chloroform solution and in the solid state. UV-vis spectroscopy elucidated the formation of the complexes, and allowed determination of the stoichiometry, stability constants (K), and thermodynamic quantities (ΔG°, ΔH°, and ΔS°), and spectroscopic properties such as the molar extinction coefficient (ε_CT), oscillator strength (f), transition dipole moment (μ_EN), and ionization potential (I_p). Beer's law was obeyed over the 2-8 and 4-12 μg mL^-1 concentration ranges for GLC with PA (method A) and I₂ (method B), respectively, with correlation coefficients of 0.9986 and 0.9989. The limits of detection (LOD) and limits of quantification (LOQ) have also been reported. The 1:1 stoichiometric CT complexes were synthesized and characterized by FTIR, ¹H, and ¹³C NMR spectroscopy. The results indicated a favorable proton migration from PA to the donor molecule, and an interaction between the NH of GLC and iodine. Thermogravimetric analysis techniques (TGA/DTA) and differential scanning calorimetry (DSC) were used to determine the thermal stability of the synthesized CT complex. The kinetic parameters (ΔG*, ΔH*, and ΔS*) were calculated from thermal decomposition data using the Coats-Redfern method.

Keywords: Charge transfer; Complex; Gliclazide; Iodine; Picric acid; Spectrophotometric determination.