固定床系统中钯纳米颗粒催化的芳基乙炔与 NaBH4 的可控氢化反应

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2024-11-05 DOI:10.1016/j.tetlet.2024.155355

Wei Zhang, Guohao Wu, Ying Wang, Yanhua Zhang

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引用次数: 0

摘要

本研究设计了一种装有玻璃纤维支撑的钯纳米粒子（PdNPs/GF）的连续流动反应器，并成功地将其应用于甲醇中芳基乙炔与硼氢化钠（NaBH4）的可控氢化反应。通过调节流速、底物浓度和 NaBH4 的用量，可以根据需要调节产物的选择性。有趣的是，在底物浓度为 5.0 mM、NaBH4 为 3.0 等量、流速为 1.5 mL/min 的条件下，完全氢化产物（芳基烷烃）的收率高达 95%。另一方面，选择性半氢化转化更容易实现，芳基烯烃的产率高达 87%。这种固定床系统为芳基乙炔的氢化提供了一种简单而高效的方法，在未来的放大合成中具有很大的潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Controllable hydrogenation of arylacetylenes with NaBH4 catalyzed by palladium nanoparticles in a fixed-bed system

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Controllable hydrogenation of arylacetylenes with NaBH4 catalyzed by palladium nanoparticles in a fixed-bed system

A continuous flow reactor packed with glass fiber-supported palladium nanoparticles (PdNPs/GF) is designed and successfully applied in the controllable hydrogenation of arylacetylenes with sodium borohydride (NaBH₄) in methanol. By adjusting the flow rate, the substrate concentration and the amount of NaBH₄, the selectivity of the products are tunable as desired. It is interesting that fully hydrogenated products (aryl alkanes) are obtained with up to 95 % yield at a flow rate of 1.5 mL/min with a substrate concentration of 5.0 mM and 3.0 eq. of NaBH₄. On the other hand, the selective semi-hydrogenation transformation is much easier to achieve, and the yield of aryl olefins is up to 87 %. This fixed-bed system offers a simple and efficient method for the hydrogenation of arylacetylenes, which has great potential in the future scale-up syntheses.

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.