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

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2024-11-05 DOI:10.1016/j.tetlet.2024.155355

Wei Zhang, Guohao Wu, Ying Wang, Yanhua Zhang

引用次数: 0

Abstract

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.

Abstract Image

查看原文本刊更多论文

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

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。

求助全文

约1分钟内获得全文求助全文

来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.