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Reference type: Journal
Authors: Shaabani A, Afshari R, Hooshmand SE, Keramati Nejad M
Article Title: Molecularly Imprinted Polymer as an Eco-Compatible Nanoreactor in Multicomponent Reactions: A Remarkable Synergy for Expedient Access to Highly Substituted Imidazoles.
Publication date: 2017
Journal: ACS Sustainable Chemistry & Engineering
Volume: 5
Issue: (10)
Page numbers: 9506-9516.
DOI: 10.1021/acssuschemeng.7b02741

Abstract: In this paper, an eco-compatible molecularly imprinted polymer (MIP) nanoreactor synthesized via miniemulsion polymerization was designed, and its catalytic activity was investigated in multicomponent reaction transformations for the first time. The synthesized MIP nanoreactor was characterized by means of Fourier transform infrared, thermogravimetric analysis, differential scanning calorimetry, scanning electron microscopy, transmission electron microscopy, and dynamic light scattering. The imidazole template-derived sites created within a polymeric matrix allow MIP nanoreactors to directly catalyze the reaction and conduct the target molecule. The results show the applicability of MIP nanoreactors in a one-pot expeditious synthesis of tri- and tetrasubstituted imidazole derivatives via pseudo-four- and four-component reactions with excellent yields and purities. In addition, biocompatibility and cytotoxicity of MIP nanoparticles were examined, and no obvious adverse effects on the viability of human fibroblast cells were observed. This green and facile catalytic route has an easy setup, and the products are easily isolated without tedious purification such as aqueous workup or chromatography in high purity. Meanwhile, MIP nanoreactors showed admirable potential in reusable catalysis, being recycled for several runs without losing significant activities.The MIP nanoreactor utilization strategy can be extended to the other multicomponent reactions leading to manifold pharmaceutical and environmental applications
Template and target information: imidazoles
Author keywords: Heterocyclic chemistry, Heterogeneous catalyst, imidazole, molecularly imprinted polymer, Multicomponent reaction, nanoreactor


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