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Unprecedented Proline-Based Heterogeneous Organocatalyst for Selective Production of Vanillin

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Author
Saberi, Farveh
Rodríguez-Padrón, Daily
García, Araceli
Shaterian, Hamid Reza
Luque, Rafael
Publisher
MDPI
Date
2018
Subject
Vanillyl alcohol
Isoeugenol
Organocatalyst
Vanillin
Magnetic core–shell
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Abstract
An organocatalytic system based on an unprecedented proline analogue and iron oxide magnetic nanoparticles (Prn/Fe2O3@SiO2) was designed and employed in vanillin production from isoeugenol and vanillyl alcohol. Full characterization of the obtained catalyst revealed the successful functionalization of the nanoparticle surface with the organic moieties. The activity of the magnetic bifunctional material was compared with its proton-unexchanged counterpart. Interestingly, the oxidation of isoeugenol resulted in being highly dependent on the acidic functionalities of the organocatalyst. Nonetheless, the catalytic performance of the proton-unexchanged catalyst suggested that the acidic and basic sites of the Prn/Fe2O3@SiO2 exhibited a synergic effect, giving rise to higher conversion and selectivity. The presence of bifunctional groups in the proline analogue, together with the magnetic properties of the iron oxide nanoparticles, could lead to high efficiency, versatility, recoverability, and reusability.
URI
http://hdl.handle.net/10396/17205
Fuente
Catalysts 8, 167 (2018)
Versión del Editor
http://dx.doi.org/10.3390/catal8040167
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