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Synthesis and characterization of a novel non-symmetrical bidentate Schiff base ligand and its Ni(II) complex: electrochemical and antioxidant studies

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Abstract

This paper describes the synthesis and properties of a new nitro-substituted bidentate Schiff base ligand (HL) and its nickel complex (Ni(II)-2L). Its ligand was derived from the condensation of 2′-methoxyphenyl-2-ethylamine with 5-nitro-2-hydroxybenzaldehyde. This ligand and its nickel complex were characterized through elemental analysis, UV–Vis, IR, 1H NMR and 13C NMR. The molecular structure of the nickel complex was confirmed using single-crystal X-ray diffraction. This complex crystallizes in dichloromethane in triclinic system, space group of P-1 with a = 6.6803 (2), b = 9.6702 (2), c = 12.1836 (3) and 1 formula unit in the cell. The obtained data revealed that the Ni(II) center is tetra-coordinated by two oxygen and two nitrogen atoms involving two ligands. Cyclic voltammograms of the nickel complex, recorded in DMF solutions, showed one quasi-reversible redox couple related to the Ni(II)/Ni(I) couple, demonstrating its electro-activity. This indicates a slow redox transition and/or electron exchange process, which implies that this electrochemical process is mainly diffusion-controlled. The antioxidant activity of the synthesized compounds was evaluated from the reactivity with the free radical DPPH, showing IC50 values between 0.4 and 4.5 mg/mL.

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Acknowledgements

The authors thank the Algerian Ministry of Higher Education and Scientific Research (MESRS) and the Directorate General of Scientific Research and Technological Development (DGRSDT) for their financial support. The authors also gratefully acknowledge the financial help (MAT2016-76595-R) of the Ministerio de Economía y Competitividad and FEDER. Special thanks are owed to the Spanish Ministry of Economy and Competitiveness (MINECO) for the granting of a “Ramón y Cajal” contract (RYC-2017-23618).

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Correspondence to Djouhra Aggoun.

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Bougossa, I., Aggoun, D., Ourari, A. et al. Synthesis and characterization of a novel non-symmetrical bidentate Schiff base ligand and its Ni(II) complex: electrochemical and antioxidant studies. Chem. Pap. 74, 3825–3837 (2020). https://doi.org/10.1007/s11696-020-01200-7

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  • DOI: https://doi.org/10.1007/s11696-020-01200-7

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