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Oxidative Coupling of Aldehydes with Alcohol for the Synthesis of Esters Promoted by Polystyrene-Supported N-Heterocyclic Carbene: Unraveling the Solvent Effect on the Catalyst Behavior Using NMR Relaxation

[Image: see text] Heterogeneous organocatalysts hold great potential as they offer practical advantages in terms of purification and reusability compared with the homogeneous counterpart. A puzzling aspect is the solvent effect on their catalytic performance. Here we propose a new approach whereby T...

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Detalles Bibliográficos
Autores principales: Di Carmine, Graziano, Ragno, Daniele, Massi, Alessandro, D’Agostino, Carmine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7341527/
https://www.ncbi.nlm.nih.gov/pubmed/32383888
http://dx.doi.org/10.1021/acs.orglett.0c01188
Descripción
Sumario:[Image: see text] Heterogeneous organocatalysts hold great potential as they offer practical advantages in terms of purification and reusability compared with the homogeneous counterpart. A puzzling aspect is the solvent effect on their catalytic performance. Here we propose a new approach whereby T(1)/T(2) NMR relaxation measurements are used to evaluate the strength of solvent–surface interactions in the polystyrene-supported N-heterocyclic carbene-promoted oxidation of aldehydes. The results reveal that solvents with high surface affinity lead to a decrease in catalyst activity.