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在可见光下,通过Pd/NiTi层状双氢氧化物实现硝基芳烃和苄醇高效一锅法合成仲胺。

Efficient one-pot syntheses of secondary amines from nitro aromatics and benzyl alcohols over Pd/NiTi-LDH under visible light.

作者信息

Wang Jiaqi, Jiang Jiaqi, Li Zhaohui

机构信息

Research Institute of Photocatalysis, State Key Laboratory of Photocatalysis on Energy and Environment, College of Chemistry, Fuzhou University, Fuzhou 350116, P. R. China.

出版信息

Dalton Trans. 2023 Nov 21;52(45):16935-16942. doi: 10.1039/d3dt02821f.

Abstract

Solar energy-induced cascade/tandem reactions in one-pot are sustainable and green. Herein, the Pd/NiTi-LDH nanocomposite, with Pd nanoparticles (NPs) (∼3-6 nm) deposited on NiTi-LDH nanosheets, was obtained and was applied in the reaction between nitro aromatics and alcohols to synthesize secondary amines under visible light. The superior performance observed over the as-obtained Pd/NiTi-LDH nanocomposite for this reaction can be attributed to a successful merging of Pd-based hydrogenation and LDH-based photocatalysis, in which consecutive light-induced hydrogenation of nitro compounds to amines, dehydrogenation of alcohols to aldehydes, condensation between the formed aldehydes and amines to imines and the hydrogenation of final imines to generate the desired secondary amines were realized in one pot over Pd/NiTi-LDH under visible light. This work shows an effective and green strategy in the synthesis of secondary amines. This study also demonstrates the high potential of using metal/LDH nanocomposites for light-initiated organic syntheses.

摘要

太阳能诱导的一锅级联/串联反应具有可持续性和绿色环保的特点。在此,制备了Pd/NiTi-LDH纳米复合材料,其中钯纳米颗粒(NPs)(约3-6纳米)沉积在NiTi-LDH纳米片上,并将其应用于硝基芳烃与醇类的反应中,以在可见光下合成仲胺。在此反应中,所制备的Pd/NiTi-LDH纳米复合材料表现出优异的性能,这可归因于钯基氢化和LDH基光催化的成功结合,其中在可见光下,硝基化合物连续光诱导氢化为胺、醇脱氢为醛、生成的醛与胺缩合为亚胺以及最终亚胺氢化为所需的仲胺,这些过程在Pd/NiTi-LDH上于一锅中实现。这项工作展示了一种合成仲胺的有效且绿色的策略。该研究还证明了使用金属/LDH纳米复合材料进行光引发有机合成的巨大潜力。

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