Thermodynamic studies of N-allylrhodanine derivatives and their metal complexes

Abstract

3-Allyl-5-(4-aryldiazenyl)-2-thioxothiazolidin-4-one (HLn) were produced from coupling reaction between N-allylrhodanine and p-aniline derivatives and confirmed by various physico-chemical techniques. The molecular structures of the ligands (HLn) were optimized theoretically and the quantum chemical parameters were calculated. Molecular docking was used to predict the efficiency of binding between each ligand and hormone receptors. The receptor 3hb5-Oxidoreductase showed best interaction with ligands compared to 2q7k hormone. The acid dissociation constants (pKH) of ligands have been determined potentiometrically at different temperatures. The stability constants (log K) of some transition metal ions (Mn2+, Co2+, Ni2+ and Cu2+) with the investigated ligands have been determined. The thermodynamic parameters (ΔG, ΔH and ΔS) were derived and discussed at different temperatures. The formation of the metal complexes was found to be spontaneous, endothermic and entropically favorable. The relationships between the stability constants and ΔG values of all investigated complexes and their ionic radii have been discussed and correlated.