The development of sustainable protocols for the reductive amination is a highly desirable pursuit in the domain of green synthesis. Magnetic nano-catalysts have found a unique niche in chemical synthesis in recent years as the recovery of expensive and/or toxic catalysts after their use are some of the salient features of these greener processes. Herein, we report the application of a recyclable nickel silica eggshell iron-based magnetic nanoparticles (Fe3O4@SiO2-Ni) for the expeditious microwave-assisted reductive amination of aryl aldehydes and ketones in aqueous ammonia; several desired primary amines were produced in good to excellent conversions. Extensive characterization of both, fresh and recycled Fe3O4@SiO2-Ni catalysts, showed that the Ni nanoparticles are highly dispersed on the silica shell and that the metal active phase is highly stable as the core-shell morphology is maintained after reaction, indeed the catalyst is recyclable up to six runs without deactivating. A synergic effect between the Ni nanoparticles and the silica support has been hypothesized wherein the Fe3O4@SiO2-Ni system worked as a bifunctional catalyst; support facilitates the activation of the substrate and the metal nanoparticles promote the subsequent imine hydrogenation.

Microwave-assisted Reductive Amination with Aqueous Ammonia: Sustainable Pathway using Recyclable Magnetic Nickel-based Nano-catalyst

Manzoli, Maela
First
;
Calcio Gaudino, Emanuela;Cravotto, Giancarlo;Tabasso, Silvia;Colacino, Evelina;
2019-01-01

Abstract

The development of sustainable protocols for the reductive amination is a highly desirable pursuit in the domain of green synthesis. Magnetic nano-catalysts have found a unique niche in chemical synthesis in recent years as the recovery of expensive and/or toxic catalysts after their use are some of the salient features of these greener processes. Herein, we report the application of a recyclable nickel silica eggshell iron-based magnetic nanoparticles (Fe3O4@SiO2-Ni) for the expeditious microwave-assisted reductive amination of aryl aldehydes and ketones in aqueous ammonia; several desired primary amines were produced in good to excellent conversions. Extensive characterization of both, fresh and recycled Fe3O4@SiO2-Ni catalysts, showed that the Ni nanoparticles are highly dispersed on the silica shell and that the metal active phase is highly stable as the core-shell morphology is maintained after reaction, indeed the catalyst is recyclable up to six runs without deactivating. A synergic effect between the Ni nanoparticles and the silica support has been hypothesized wherein the Fe3O4@SiO2-Ni system worked as a bifunctional catalyst; support facilitates the activation of the substrate and the metal nanoparticles promote the subsequent imine hydrogenation.
2019
7
6
5963
5974
Microwave irradiation, reductive amination, silica-supported Ni catalyst, nanocatalysis, sustainable chemistry
Manzoli, Maela; Calcio Gaudino, Emanuela; Cravotto, Giancarlo; Tabasso, Silvia; Nasir Baig, R. B.; Colacino, Evelina; Varma, Rajender S.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/1694949
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