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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
Chemical Papers ( IF 2.2 ) Pub Date : 2020-05-21 , DOI: 10.1007/s11696-020-01200-7
Imène Bougossa , Djouhra Aggoun , Ali Ourari , Raúl Berenguer , Sofiane Bouacida , Emilia Morallon

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.

Graphic abstract



中文翻译:

新型非对称双齿席夫碱配体及其Ni(II)配合物的合成与表征:电化学和抗氧化剂研究

摘要

本文介绍了一种新型的硝基取代的双齿席夫碱配体(HL)及其镍配合物(Ni(II)-2L)的合成和性能。其配体源自2'-甲氧基苯基-2-乙胺与5-硝基-2-羟基苯甲醛的缩合。通过元素分析,UV-Vis,IR,1 H NMR和13 C NMR表征了该配体及其镍配合物。使用单晶X射线衍射确认了镍配合物的分子结构。该配合物在三斜晶系系统的二氯甲烷中结晶,P- 1的空间群为a  = 6.6803(2),b  = 9.6702(2),c = 12.1836(3)和单元格中的1个公式单位。获得的数据表明,Ni(II)中心是由两个氧和两个氮原子(涉及两个配体)四配位的。在DMF溶液中记录的镍络合物的循环伏安图显示了一个与Ni(II)/ Ni(I)对相关的准可逆氧化还原对,表明了其电活性。这表明氧化还原过渡和/或电子交换过程缓慢,这意味着该电化学过程主要受扩散控制。从与自由基DPPH的反应性评估了合成化合物的抗氧化活性,显示出IC 50值在0.4至4.5 mg / mL之间。

图形摘要

更新日期:2020-05-21
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