Encapsulation of the Hoveyda–Grubbs 2nd generation catalyst in magnetically separable alginate/mesoporous carbon beads for olefin metathesis reactions in water

Date
2022-04-08
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Source Title
Reaction Chemistry & Engineering
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2058-9883
Publisher
Royal Society of Chemistry
Volume
7
Issue
7
Pages
1617 - 1625
Language
English
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Article
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Abstract

In this study, nano-sized mesoporous carbon-supported HG2 and magnetic γ-Fe2O3 nanoparticles were encapsulated within calcium alginate gels using a one-pot procedure. Mesoporous carbon within the hydrophilic alginate shell provided hydrophobic compartments for hydrophobic olefinic substrates to conduct olefin metathesis reactions in water under an air atmosphere. Stable alginate/mesoporous carbon gel structures were obtained in the presence of a non-ionic surfactant (Tween20) with a homogenous distribution of HG2 in the gel matrix as confirmed by scanning electron microscopy (SEM) and energy dispersive X-ray (EDX) analysis. The HG2 catalyst encapsulated in the alginate/mesoporous carbon matrix exhibited an improved performance in water, and quantitative yields were obtained in ring-closing metathesis reactions of diethyl diallylmalonate even in tap-water under the air atmosphere with no significant ruthenium and iron leaching. The catalyst can be easily separated from the reaction mixture with the aid of a magnet, and it can be reused up to 7 times in RCM reactions.

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Published Version (Please cite this version)