Copper(II) complex of N,N´-bis-(benzimidazol-2-yl-methyl)-hexane-1,6-dicarboxamide ligand: synthesis, structure and catalytic oxidation of amines in ionic liquid

IF 16.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Gauri Ahuja, Kuldeep Mahiya
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引用次数: 0

Abstract

A new copper(II) complex, [Cu(L)NO3]NO3·2H2O, has been synthesized with N, N'-bis-(benzimidazol-2-yl-methyl)-hexane-1,6-dicarboxamide as a ligand, L = GBSA (Ahuja and Mathur in Spectrochim Acta Part A 83:180–186, 2011). The single-crystal X-ray structure characterization confirms that copper(II) ion in the complex possesses a distorted penta-coordinate geometry with one of the nitrate anions bound to copper(II) as a monodentate ligand. The N2O2 equatorial plane of the copper(II) complex comprises of carbonyl oxygen atom (O1), nitrate oxygen atom (O3) and two benzimidazole nitrogen atom (N1,N4), while the axial position is occupied by oxygen atom (O2) of amide carbonyl. Low-temperature EPR study indicates distorted tetragonal geometry, while cathodic E1/2 value indicates stabilization of copper in + 2 oxidation state in solution. TGA data demonstrated thermal decomposition pattern of the complex. The complex was studied as a catalyst for the oxidation of aromatic and aliphatic primary and secondary amines in ionic liquid, [BMIM][BF4] as a solvent and TBHP as an external source of oxygen at 45–50 °C, affording good yields under mild conditions. Products formed were analyzed by GCMS.

Abstract Image

Abstract Image

N,N´-双-(苯并咪唑-2-基-甲基)-1,6-己烷二甲酰胺配体的铜(II)配合物:合成、结构和离子液体中胺的催化氧化作用
以 N, N'-bis-(benzimidazol-2-yl-methyl)-hexane-1,6-dicarboxamide 为配体,L = GBSA 合成了一种新的铜(II)配合物 [Cu(L)NO3]NO3-2H2O(Ahuja 和 Mathur 在 Spectrochim Acta Part A 83:180-186, 2011 中)。单晶 X 射线结构表征证实,复合物中的铜(II)离子具有扭曲的五配位几何形状,其中一个硝酸根阴离子作为单配位体与铜(II)结合。铜(II)配合物的 N2O2 赤道面由羰基氧原子(O1)、硝酸根氧原子(O3)和两个苯并咪唑氮原子(N1,N4)组成,而轴向位置则被酰胺羰基的氧原子(O2)占据。低温 EPR 研究表明该化合物具有扭曲的四方几何形状,而阴极 E1/2 值则表明铜在溶液中稳定在 + 2 氧化态。TGA 数据显示了该复合物的热分解模式。研究将该配合物作为催化剂,在以 [BMIM][BF4] 为溶剂、TBHP 为外部氧源的离子液体中,于 45-50 °C 温度下氧化芳香族和脂肪族伯胺和仲胺,在温和的条件下获得了良好的产率。生成的产品通过 GCMS 进行分析。
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来源期刊
Accounts of Chemical Research
Accounts of Chemical Research 化学-化学综合
CiteScore
31.40
自引率
1.10%
发文量
312
审稿时长
2 months
期刊介绍: Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
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