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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.
Organic Letters ( IF 4.9 ) Pub Date : 2020-05-08 , DOI: 10.1021/acs.orglett.0c01188
Graziano Di Carmine 1 , Daniele Ragno 2 , Alessandro Massi 2 , Carmine D'Agostino 1
Affiliation  

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 T1/T2 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.

中文翻译:

醛与醇的氧化偶联反应,用于合成聚苯乙烯负载的N-杂环卡宾促进的酯合成:使用NMR弛豫方法揭示溶剂对催化剂行为的影响。

非均相有机催化剂具有巨大的潜力,因为与均相对应物相比,它们在提纯和可重复使用性方面具有实用优势。令人费解的方面是溶剂对其催化性能的影响。在这里,我们提出了一种新方法,其中T 1 / T 2 NMR弛豫测量用于评估聚苯乙烯负载的N-杂环卡宾促进的醛氧化反应中溶剂-表面相互作用的强度。结果表明具有高表面亲和力的溶剂导致催化剂活性降低。
更新日期:2020-07-02
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