Ni(II)-Catalyzed Transfer Hydrogenation of Azoarenes with NH 3 BH 3

作者：Dawei Gong, Degong Kong, Yufei Li, Caiyu Gao, Lina Zhao · 发表于：Organic Letters · 年份：2023 · DOI：10.1021/acs.orglett.3c01529 · 被引用次数：30 · 研究领域：Asymmetric Hydrogenation and Catalysis、Nanomaterials for catalytic reactions、Ammonia Synthesis and Nitrogen Reduction

A nickel-catalyzed semihydrogenation of azoarenes to hydrazoarenes with NH 3 BH 3 is developed. The catalytic system exhibits good functional group tolerance and a high turnover frequency at room temperature. Results of control and deuterium-labeling experiments indicate that the ethanol hydroxyl and BH 3 groups each donated one hydrogen to this transfer hydrogenation, and the main byproducts were B(OEt) 3 and H 2 . Moreover, density functional theory calculations indicated that the reaction proceeded via a ligand-to-ligand hydrogen transfer mechanism. This study presents a novel nickel catalytic system for the semihydrogenation of azoarenes.