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腈类化合物在泡沫镍阴极上的实用电化学氢化反应。

Practical electrochemical hydrogenation of nitriles at the nickel foam cathode.

作者信息

Narobe Rok, Perner Marcel Nicolas, Gálvez-Vázquez María de Jesús, Kuhwald Conrad, Klein Martin, Broekmann Peter, Rösler Sina, Cezanne Bertram, Waldvogel Siegfried R

机构信息

Department of Chemistry, Johannes Gutenberg University Mainz 55128 Mainz Germany.

Max-Planck-Institute for Chemical Energy Conversion Stiftstraße 34-36 45470 Mülheim an der Ruhr Germany

出版信息

Green Chem. 2024 Sep 5;26(20):10567-10574. doi: 10.1039/d4gc03446e. eCollection 2024 Oct 14.

Abstract

We report a scalable hydrogenation method for nitriles based on cost-effective materials in a very simple two-electrode setup under galvanostatic conditions. All components are commercially and readily available. The method is very easy to conduct and applicable to a variety of nitrile substrates, leading exclusively to primary amine products in yields of up to 89% using an easy work-up protocol. Importantly, this method is readily transferable from the milligram scale in batch-type screening cells to the multi-gram scale in a flow-type electrolyser. The transfer to flow electrolysis enabled us to achieve a notable 20 g day productivity of phenylethylamine at a geometric current density of 50 mA cm in a flow-type electrolyser with 48 cm electrodes. It is noteworthy that this method is sustainable in terms of process safety and reusability of components.

摘要

我们报道了一种基于成本效益高的材料,在恒电流条件下于非常简单的双电极装置中实现腈类氢化的可扩展方法。所有组件均可从商业渠道轻松获得。该方法操作非常简便,适用于多种腈类底物,通过简单的后处理方案,仅生成伯胺产物,产率高达89%。重要的是,该方法易于从批量筛选池中的毫克规模转移至流动电解槽中的多克规模。向流动电解的转移使我们能够在具有48厘米电极的流动电解槽中,在50 mA/cm²的几何电流密度下,实现显著的20克/天苯乙胺的生产率。值得注意的是,该方法在过程安全性和组件可重复使用性方面具有可持续性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb8e/11413620/d36a2d1cb5ee/d4gc03446e-s1.jpg

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