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Unprecedented Proline-Based Heterogeneous Organocatalyst for Selective Production of Vanillin

1
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, Zahedan 98135-674, Iran
2
Departamento de Quimica Organica Universidad de Cordoba Campus de Rabanales, Edificio Marie Curie, Ctra N. IV-A, Km 396, 14014 Cordoba, Spain
3
Peoples Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya str., 117198 Moscow, Russia
*
Authors to whom correspondence should be addressed.
Catalysts 2018, 8(4), 167; https://doi.org/10.3390/catal8040167
Received: 3 April 2018 / Revised: 16 April 2018 / Accepted: 17 April 2018 / Published: 20 April 2018
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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. View Full-Text
Keywords: vanillyl alcohol; isoeugenol; organocatalyst; vanillin; magnetic core–shell vanillyl alcohol; isoeugenol; organocatalyst; vanillin; magnetic core–shell
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Saberi, F.; Rodriguez-Padrón, D.; Garcia, A.; Shaterian, H.R.; Luque, R. Unprecedented Proline-Based Heterogeneous Organocatalyst for Selective Production of Vanillin. Catalysts 2018, 8, 167.

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