Electrocatalytic Hydrogenation and Deuteration of Unsaturated C-N Bonds to Amines with Vacancy-rich Cu3P Nanowires as Catalysts in Aqueous Solution.

IF 7.5 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY ChemSusChem Pub Date : 2024-10-30 DOI:10.1002/cssc.202401601
Peili Zhang, Zhiyong Fang, Yunxuan Ding, Song Yuan, Linqin Wang, Mei Wang, Fusheng Li, Xiujuan Wu, Licheng Sun
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Abstract

Renewable energy driven electrochemically hydrogenation of unsaturated C-N bonds with water as a hydrogen source provides an eco-friendly route for amine production. However, the potential commercial applications of this strategy were limited by the lack of relevant extended research. Here we demonstrate an efficient electrochemical hydrogenation system for the formation of amines from nitriles by a vacancy-rich copper phosphide catalyst. The catalytic system achieves a yield of 99% and a Faraday efficiency of 99% for the hydrogenation of benzonitrile. Mechanism study shows that benzonitrile is spontaneously adsorbed on the electrode surface and the electrogenerated active adsorbed hydrogen is the key reactive intermediate for hydrogenation. Theoretical calculation results show that vacancy-induced active sites chemisorb the N atom, thus accelerating C≡N bond activation for hydrogenation. Encouragingly, good yields of amines (≥99%) are obtained when benzonitrile is replaced by a series of aromatic nitriles, heterocyclic nitriles, aliphatic nitriles, and imines. These results show the general applicability of this method for the synthesis of various amines.

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以富含空位的 Cu3P 纳米线为催化剂在水溶液中对不饱和 C-N 键到胺的氢化和氘化进行电催化。
以水为氢源的不饱和 C-N 键的可再生能源驱动电化学氢化为胺的生产提供了一条生态友好型途径。然而,由于缺乏相关的扩展研究,这一策略的潜在商业应用受到了限制。在此,我们展示了一种利用富空位磷化铜催化剂从腈形成胺的高效电化学氢化系统。在苯甲腈的氢化过程中,该催化系统的产率达到 99%,法拉第效率达到 99%。机理研究表明,苯腈自发吸附在电极表面,电生活性吸附氢是氢化的关键反应中间体。理论计算的结果表明,空位诱导的活性位点与 N 原子发生化学吸附,从而加速了 C≡N 键活化以实现氢化。令人鼓舞的是,当苯甲腈被一系列芳香族腈、杂环腈、脂肪族腈和亚胺取代时,胺的产量很高(≥99%)。这些结果表明这种方法普遍适用于合成各种胺。
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来源期刊
ChemSusChem
ChemSusChem 化学-化学综合
CiteScore
15.80
自引率
4.80%
发文量
555
审稿时长
1.8 months
期刊介绍: ChemSusChem Impact Factor (2016): 7.226 Scope: Interdisciplinary journal Focuses on research at the interface of chemistry and sustainability Features the best research on sustainability and energy Areas Covered: Chemistry Materials Science Chemical Engineering Biotechnology
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