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次膦氧化物稳定的钯纳米颗粒:水中硝基化合物向胺的配体控制化学选择性氢化反应

Secondary Phosphine Oxide-Stabilized Pd Nanoparticles: Ligand-Controlled Chemoselective Hydrogenation of Nitro Compounds toward Amines in Water.

作者信息

Liu Chang-Chun, Zhang Yan-Hui, Shen Zhi-Hao, Li Ya-Ke, Xu Yuan-Yuan, Dai Ben-Cai, Zhou Yang

机构信息

Institute of Chemistry, Henan Academy of Sciences, Zhengzhou 450002, PR China.

出版信息

ACS Omega. 2025 Jun 6;10(23):24071-24078. doi: 10.1021/acsomega.4c09211. eCollection 2025 Jun 17.

Abstract

A novel approach to the catalytic synthesis of aromatic amines using secondary phosphine oxides (SPO) supported on palladium nanoparticles is described. In this method, the ligand modulates the chemoselectivity of the target product in aqueous conditions. The catalyst demonstrated exceptional synergistic effects with water in the selective catalytic hydrogenation of nitro compounds and nitrogen heterocycles. The presence of water and ligand is expected to enhance substrate uptake and facilitate the synergistic activation of molecular hydrogen on the surface of palladium nanoparticles. This method allows for the efficient preparation of aromatic amines, achieving good to high yields with excellent chemoselectivity. The recovery of the catalysts was achieved by leveraging the heterogeneity of water, thereby ensuring the maintenance of high reaction efficiency.

摘要

描述了一种使用负载在钯纳米颗粒上的二级膦氧化物(SPO)催化合成芳香胺的新方法。在该方法中,配体在水性条件下调节目标产物的化学选择性。该催化剂在硝基化合物和氮杂环的选择性催化氢化中与水表现出优异的协同效应。水和配体的存在有望增强底物摄取并促进钯纳米颗粒表面分子氢的协同活化。该方法能够高效制备芳香胺,实现良好至高收率以及优异的化学选择性。通过利用水的非均相性实现了催化剂的回收,从而确保维持高反应效率。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/349e/12177647/59871361aa76/ao4c09211_0004.jpg

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