New Pyrazole-Based Ligands: Synthesis, Characterization, and Catalytic Activity of Their Copper Complexes

被引:13
作者
Bouroumane, Nadia [1 ]
El Kodadi, Mohamed [1 ,2 ]
Touzani, Rachid [1 ]
El Boutaybi, Mohamed [1 ]
Oussaid, Adyl [1 ]
Hammouti, Belkheir [1 ]
Nandiyanto, Asep Bayu Dani [3 ]
机构
[1] Mohamed First Univ, Lab Appl & Environm Chem LCAE, Oujda, Morocco
[2] CRMEF Oriental, Lab Innovat Sci Technol & Educ LISTE, Oujda, Morocco
[3] Univ Pendidikan Indonesia, Dept Kimia, Bandung, Indonesia
关键词
Pyrazole; Catechol; O-quinone; Oxidation; Copper; Catalyst;
D O I
10.1007/s13369-021-05343-x
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
The purpose of this study is to demonstrate the synthesis of pyrazole-based ligands and to evaluate their catalytic properties in the oxidation reaction of catechol to o-quinone. The ligands were prepared via the condensation of (3,5-dimethyl-1H pyrazol-1-yl)methanol A with the appropriate primary amine. Four pyrazole-based ligands were successfully synthesized and characterized. These ligands provide one pyrazole sp(2)-nitrogen, one pyridine sp(2)-nitrogen, and one amine sp(3)-nitrogen, which were capable of coordinating to the metal. For evaluating the catalytic activity, the experiments were tested by varying the type of solvent, metal ion, anion in the metal salt, and ratios of ligands and metal salts. Excellent catalytic activities for the oxidation of catechol to o-quinone were obtained. The copper (II)-based complexes showed better reactions rates than those based on other metals (e.g., nickel, tin, and barium), which was due to the fact that the active catalytic site of the catecholase enzyme has two active sites from the existence of copper (II) ions. The composition ratios of ligands and metal salts as well as the type of anion in the metal salt bring impacts to the formation of complexes. We found also that the type of solvent contributes to the interaction and dilution of reactants in the solvent. This study demonstrated that the present ligands can be used as a model for further developments in catalytic processes relating to catecholase activity.
引用
收藏
页码:269 / 279
页数:11
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