N-Heterocyclic Carbene-Protected Ag Nanoparticles Immobilized on Polyacrylonitrile Fiber as Efficient Catalysts for a Three-Component Coupling Reaction

Chemistry, an Asian Journal
Jian Cao, Hongqi Tian

Abstract

Metal nanoparticles (NPs) are routinely stabilized by the introduction of capping agents or their distribution on supports. In this context, we report the preparation and characterization of N-heterocyclic carbene (NHC)-stabilized silver NPs supported on polyacrylonitrile fiber (PANF). As a result, Ag loadings of up to 8 % and particle sizes of 11.0±3.2 nm were achieved. This novel nanocomposite catalyst demonstrated high activity in addition to excellent stability and reusability in the three-component reaction between alkynes, haloalkanes, and amines. In this system, the AgNPs were stabilized by both a support effect and a ligand effect. The unique NHC-protected AgNP structure and the PANF support provide a synergistic effect in the deprotonation of Csp -H bonds, with turnover numbers of up to 3500. This catalyst was successfully recycled over eight runs without any significant loss in activity, and with no significant aggregation of the AgNPs. Moreover, implementation of a flow system with PANF-NHC@Ag as catalyst leads to an efficient productivity of 57 mmol h-1 .

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