Hydrolysis of phosphate diester catalyzed by new mononuclear copper(II) complexes containing selenium ligands

IF 1.9 4区 化学 Q2 CHEMISTRY, ORGANIC Journal of Physical Organic Chemistry Pub Date : 2023-12-20 DOI:10.1002/poc.4596
Laura S. Duarte, Daniele C. Durigon, Antonio L. Braga, Rosely A. Peralta
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Abstract

Three new copper(II) mononuclear complexes containing different organoselenium groups (13) were synthesized and characterized by the following techniques: elemental analysis, IR and UV-Vis spectroscopies, electrochemical and conductimetric analysis, and mass spectrometry. Three new complexes, with substituents made in the para position of the aromatic portion of the N,N-bis(2-(phenylselanyl)ethyl)amine ligand: p-OCH3 (1), p-CH3 (2), and p-Cl (3), were synthetized to compare with the already published complex (4), with no substituents. The ligand coordinates to the copper(II) center in a tridentate way with Se, N, Se as donor atoms. The hydrolytic activity in phosphate diester cleavage of the complexes was investigated using 2,4-BDNPP as substrate. The modifications in the ligand are reflected in the difference between the catalytic and activation parameters, where the kcat values follow the order: 4 > 2 > 3 > 1.

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含硒配体的新型单核铜(II)络合物催化的磷酸二酯水解作用
本研究合成了三种含有不同有机硒基团(1-3)的新型铜(II)单核络合物,并通过元素分析、红外光谱和紫外可见光谱、电化学和电导分析以及质谱法对其进行了表征。为了与已发表的没有取代基的复合物(4)进行比较,我们合成了三种新的复合物,它们在 N,N-双(2-(苯基苯丙氨酰)乙基)胺配体的芳香族部分的对位上添加了取代基:p-OCH3(1)、p-CH3(2)和 p-Cl(3)。配体以 Se、N、Se 作为供体原子,以三叉方式配位到铜(II)中心。以 2,4-BDNPP 为底物,研究了这些配合物在磷酸二酯裂解过程中的水解活性。配体的改变反映在催化参数和活化参数之间的差异上,其中 kcat 值遵循以下顺序:4 > 2 > 3 > 1。
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来源期刊
CiteScore
3.60
自引率
11.10%
发文量
161
审稿时长
2.3 months
期刊介绍: The Journal of Physical Organic Chemistry is the foremost international journal devoted to the relationship between molecular structure and chemical reactivity in organic systems. It publishes Research Articles, Reviews and Mini Reviews based on research striving to understand the principles governing chemical structures in relation to activity and transformation with physical and mathematical rigor, using results derived from experimental and computational methods. Physical Organic Chemistry is a central and fundamental field with multiple applications in fields such as molecular recognition, supramolecular chemistry, catalysis, photochemistry, biological and material sciences, nanotechnology and surface science.
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