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在 Ru-Nb O 催化剂上高选择性地合成酰胺中的伯胺。

Highly selective synthesis of primary amines from amide over Ru-Nb O catalysts.

机构信息

Shanghai Key Laboratory of Functional Materials Chemistry and Research, Research Institute of Industrial Catalysis, School of Chemistry and Molecular Engineering, East China University of Science and Technology, No. 130 Meilong Road, Shanghai, 200237, P. R. China.

College of Biological, Chemical Science and Engineering, Jiaxing University, Jiaxing, 314001, P. R. China.

出版信息

Chem Asian J. 2022 Jan 17;17(2):e202101256. doi: 10.1002/asia.202101256. Epub 2021 Dec 15.

Abstract

Amines are an important class of compounds in natural products and medicines. The universal availability of amides provides a potential way for the synthesis of amines. Herein, Ru/Nb O catalyst is demonstrated to be highly efficient and stable for the selective hydrogenation of propionamide to propylamine (as a model reaction), with up to 91.4% yield of propylamine under relatively mild conditions. Results from XPS analyses, CO chemisorption, TEM images and DRIFTS spectra revealed that the unique properties of Nb O can effectively activate the C=O group of amides, and the smaller Ru particles on Nb O could further promote the activation, leading to superior catalytic performance of Ru/Nb O for amide hydrogenation. Meanwhile, reducing the surface acidity of Nb O can greatly inhibit the side reactions to by-products, and further enhance the selectivity to amine. Moreover, this catalytic system is also applicable for the hydrogenation of a variety of amides and provides high potential for the industrial production of primary amines from amides.

摘要

胺是天然产物和药物中重要的一类化合物。酰胺的普遍存在为胺的合成提供了一种潜在的方法。本文中,Ru/Nb2O5 催化剂被证明在丙酰胺选择性加氢制丙胺(作为模型反应)中具有高效和稳定的性能,在相对温和的条件下,丙胺的收率高达 91.4%。XPS 分析、CO 化学吸附、TEM 图像和 DRIFTS 光谱的结果表明,Nb2O5 的独特性质可以有效地激活酰胺的 C=O 基团,而 Nb2O5 上较小的 Ru 颗粒可以进一步促进其活化,从而导致 Ru/Nb2O5 对酰胺加氢具有优异的催化性能。同时,降低 Nb2O5 的表面酸度可以极大地抑制副反应生成副产物,并进一步提高胺的选择性。此外,该催化体系还适用于各种酰胺的加氢反应,为酰胺制备伯胺的工业化生产提供了很大的潜力。

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