Nickel(II)-PPh ₃ complexes of substituted benzophenone thiosemicarbazones: Electrochemistry, structural analysis, and antioxidant properties

Abstract

New mixed ligand complexes of nickel(II) were synthesized by using dibasic H/5-bromo-/5-chloro-/4-hydroxy-2-hydroxybenzophenone-thiosemicarbazones (L1–4H2) and [Ni(PPh3)2Cl2]. The ligands and complexes were characterized by cyclic voltammetry, infrared, 1H and 31P NMR spectroscopy techniques. Crystallographic analyses of the 5-bromo-substituted (2) and 5-chloro-substituted (3) complexes as representatives were performed and so confirmed the ONS chelate structure and presence of PPh3 as co-ligand in the complexes. To reveal the antioxidant properties of the compounds, TEAC values (by CUPRAC method) were determined along with free radical-scavenging activity (by DPPH method). The compounds bearing 4-hydroxy substituent, L4H2 and complex 4 were the most effective compounds. The relationship between structure and antioxidant capacity in the context of benzophenone substituents and nickel(II) center was evaluated. Electrochemical results revealed that all complexes displayed metal-centered and ligand-centered redox processes. The antioxidant capacities of complexes were well correlated to electrochemical parameters.