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Catalytic behavior of copper–amine complex supported on mesoporous silica SBA-15 toward mono-Aza-Michael addition: role of amine groups

This work concerns the preparation and modification of mesoporous silica SBA-15 with different amine-copper complexes in order to study their impact on the catalytic behavior via Aza Michael addition. Firstly, SBA-15 was prepared hydrothermally, then functionalized by mono-, di- and tri-amine, and i...

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Published in:Journal of inorganic and organometallic polymers and materials 2019-09, Vol.29 (5), p.1773-1784
Main Authors: Hakiki, Aboubakr, Kerbadou, Riad Mustpha, Boukoussa, Bouhadjar, Zahmani, Hadjira Habib, Launay, Franck, Pailleret, Alain, Pillier, Françoise, Hacini, Salih, Bengueddach, Abdelkader, Hamacha, Rachida
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Language:English
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Summary:This work concerns the preparation and modification of mesoporous silica SBA-15 with different amine-copper complexes in order to study their impact on the catalytic behavior via Aza Michael addition. Firstly, SBA-15 was prepared hydrothermally, then functionalized by mono-, di- and tri-amine, and in the second step, copper (II) was anchored. The catalytic activity of these solids was evaluated at room temperature under liquid-phase conditions. Effects of catalyst nature, catalyst mass, reaction time and the starting reagents nature were investigated. Cu@SBA-15 (non-aminated) was shown to be efficient in the Aza Michael addition, but after its second re-use, a progressive decrease in the product yield was obtained due to copper leaching. The catalytic behavior of all prepared catalysts showed a selective reaction via the mono-Aza-Michael addition. Amongst all the catalysts, the one containing the monoamine-copper complex led to the highest yield. This catalyst was used in four consecutive cycles without significant loss of activity, which confirms its stability.
ISSN:1574-1443
1574-1451
DOI:10.1007/s10904-019-01139-7