{"title":"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","authors":"Wei Zhang, Guohao Wu, Ying Wang, Yanhua Zhang","doi":"10.1016/j.tetlet.2024.155355","DOIUrl":null,"url":null,"abstract":"<div><div>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 (NaBH<sub>4</sub>) in methanol. By adjusting the flow rate, the substrate concentration and the amount of NaBH<sub>4</sub>, 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 NaBH<sub>4</sub>. 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.</div></div>","PeriodicalId":1,"journal":{"name":"Accounts of Chemical Research","volume":null,"pages":null},"PeriodicalIF":16.4000,"publicationDate":"2024-11-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Controllable hydrogenation of arylacetylenes with NaBH4 catalyzed by palladium nanoparticles in a fixed-bed system\",\"authors\":\"Wei Zhang, Guohao Wu, Ying Wang, Yanhua Zhang\",\"doi\":\"10.1016/j.tetlet.2024.155355\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>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 (NaBH<sub>4</sub>) in methanol. By adjusting the flow rate, the substrate concentration and the amount of NaBH<sub>4</sub>, 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 NaBH<sub>4</sub>. 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.</div></div>\",\"PeriodicalId\":1,\"journal\":{\"name\":\"Accounts of Chemical Research\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":16.4000,\"publicationDate\":\"2024-11-05\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Accounts of Chemical Research\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403924004507\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Accounts of Chemical Research","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403924004507","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
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.
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.