{"title":"Chemo- and stereoselective synthesis of <i>Z</i>-alkenes <i>via</i> electrochemical Pd-catalyzed alkyne reduction.","authors":"Haoxiang Zhang, Wentao Cui, Xiaoyan Jin, Yuhuan Yang, Xiao Zhang","doi":"10.1039/d4ob01958j","DOIUrl":null,"url":null,"abstract":"<p><p>In this study, we introduce an electrocatalytic reaction for hydrogenating alkynes to <i>Z</i>-alkenes, which demonstrates exceptional efficiency with high chemo- and stereoselectivity. Control experiments reveal that hydrogen primarily originates from the solvent, supporting a mechanism where palladium catalyzes continuous hydrogen adsorption and transfer under cathodic conditions. The synthetic value of the <i>Z</i>-alkene products, the mild, green nature of the method, and successful gram-scale experiments underscore the potential of this approach for practical and industrial applications, offering a more sustainable and scalable alternative to traditional catalytic processes for selective alkene synthesis.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9000,"publicationDate":"2025-02-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4ob01958j","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
In this study, we introduce an electrocatalytic reaction for hydrogenating alkynes to Z-alkenes, which demonstrates exceptional efficiency with high chemo- and stereoselectivity. Control experiments reveal that hydrogen primarily originates from the solvent, supporting a mechanism where palladium catalyzes continuous hydrogen adsorption and transfer under cathodic conditions. The synthetic value of the Z-alkene products, the mild, green nature of the method, and successful gram-scale experiments underscore the potential of this approach for practical and industrial applications, offering a more sustainable and scalable alternative to traditional catalytic processes for selective alkene synthesis.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.