A copper(<sc>ii</sc>) complex containing pyridine-2-carbaldehyde and its direct binding onto ethylenediamine functionalized with Fe3O4@SiO2 nanoparticles for catalytic applications

被引:11
|
作者
Karimi, Masoud [1 ]
Ramazani, Ali [1 ,2 ]
Sajjadifar, Sami [3 ]
Rezayati, Sobhan [1 ]
机构
[1] Univ Zanjan, Fac Sci, Dept Chem, POB 45371-38791, Zanjan, Iran
[2] Univ Zanjan, Res Inst Modern Biol Tech RIMBT, Dept Biotechnol, Zanjan 4537138791, Iran
[3] Payame Noor Univ, Dept Chem, POB 19395-4697, Tehran, Iran
基金
美国国家科学基金会;
关键词
ONE-POT SYNTHESIS; MAGNETIC NANOPARTICLES; COUMARIN DERIVATIVES; SULFONIC-ACID; SOLVENT; GREEN; ANTIBACTERIAL;
D O I
10.1039/d3ra05649j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the present study, a copper(II) complex containing a pyridine-2-carbaldehyde ligand and its direct binding onto ethylenediamine functionalized with Fe3O4@SiO2 nanoparticles [Cu(II)-Schiff base-(CH2)(3)-SiO2@Fe3O4] as a heterogeneous magnetic nanocatalyst can be easily prepared using a multi-step method. Next, the structural and magnetic properties of the synthesized nanoparticles were identified using Fourier-transform infrared spectroscopy (FT-IR), inductively coupled plasma (ICP), vibrating-sample magnetometry (VSM), transmission electron microscopy (TEM), field-emission scanning electron microscopy (FE-SEM), thermogravimetric analysis (TGA), PXRD (Powder X-ray diffraction), Brunauer-Emmett-Teller (BET), and energy-dispersive X-ray spectrometry (EDX) techniques. TEM images reveal that the average particle size distribution was found to be in the range of 45-55 nm with spherical shape. The PXRD analysis indicated that the crystallite size was found to be 35.2 nm. The synthesized nanocatalyst exhibited a very good catalytic ability in the synthesis reaction of pyran derivatives and 2-benzylidenemalononitrile derivatives. Product 2-amino-7,7-dimethyl-4-(4-nitrophenyl)-5-oxo-5,6,7,8-tetrahydrobenzo[b]pyran <bold>4e</bold> was achieved in 97% yield with a TON of 129.3 and a TOF of 646.6 h(-1) and product 2-(4-cyanobenzylidene)malononitrile <bold>3j</bold> was achieved in 96% yield with a TON of 128 and a TOF of 984.6 h(-1). In addition, the synthesized nanocatalyst was easily separated from the reaction mixture by a magnet and used 7 consecutive times without significant loss of catalytic activity. Also, leaching of copper metal from the synthesized nanocatalyst was very insignificant for this reaction.
引用
收藏
页码:29121 / 29140
页数:20
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