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
MDPIDate
2018Subject
Vanillyl alcoholIsoeugenol
Organocatalyst
Vanillin
Magnetic core–shell
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Show full item recordAbstract
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.