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Superparamagnetic Nanoparticle-Supported Imidazole as an Efficient and Magnetically Recyclable Organocatalyst for Konevenagel Condensation

[ Vol. 12 , Issue. 4 ]

Author(s):

Zhifeng Li, Huanan Hu, Yanxian Jin, Rongrong Li, Anguo Ying and Songlin Xu   Pages 466 - 474 ( 9 )

Abstract:


Superparamagnetic nanoparticle-supported imidazole (Im@MNPs) was prepared and used as magnetically separable catalyst for Knoevenagel condensation of aromatic aldehydes with active methylene compounds. 3.0 mol% of Im@MNPs with water as solvent was investigated as the optimal catalytic system. The active methylene compounds involved malononitrile, ethyl 2-cyanoacetate, 2-(1H-benzo[d]imidazol-2-yl)acetonitrile, 2- (benzo[d]thiazol-2-yl)acetonitrile, 2-phenylacetonitrile, 2-(3-chlorophenyl)acetonitrile, 2-(1H-indol-3- yl)acetonitrile. All reactions preceded smoothly affording target products in good to excellent yields (78-99%) within minutes to hours. More importantly, the catalyst could be reused up to ten times with only a slight decrease in catalytic activity. A plausible mechanism was proposed to rationalize the high catalytic activity of catalyst.

Keywords:

Heterogeneous catalyst; Konevenagel condensation; Aldehydes; Active methylene compounds.

Affiliation:

School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou 318000, People’s Republic of China; and School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, People’s Republic of China.

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