Oxidative coupling of aldehydes with alcohol for the synthesis of esters promoted by polystyrene-supported N-Heterocyclic Carbene: Unravel-ling the solvent effect on the catalyst behavior using NMR relaxation

Graziano Di Carmine, Daniele Ragno, Alessandro Massi, Carmine D'Agostino

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Abstract

Heterogenized 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 performances. Here we propose a new approach whereby T1/T2 NMR relaxation measurements are used to evaluate strength of solvent-surface interactions in the polystyrene-supported NHC-promoted oxidation of aldehydes. The results reveal that solvents with high surface affinity lead to a decrease in catalyst activity.
Original languageEnglish
Pages (from-to)4927–4931
JournalOrganic Letters
Volume22
Issue number13
DOIs
Publication statusPublished - 2 Jul 2020

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