Yuxuan Xiao, Xun Yang, Haiyan Li, Ying Yin, Jiahui Du, Jing Liang, Wengui Duan, Lin Yu
{"title":"Palladium-Catalyzed Coupling of Aryl Chlorides with Secondary Phosphines to Construct Unsymmetrical Tertiary Phosphines","authors":"Yuxuan Xiao, Xun Yang, Haiyan Li, Ying Yin, Jiahui Du, Jing Liang, Wengui Duan, Lin Yu","doi":"10.1021/acs.orglett.4c03951","DOIUrl":null,"url":null,"abstract":"The functionalization of the C–Cl bond in unactivated aryl chlorides under mild conditions presents a significant challenge. We disclose a general protocol for constructing both partially and entirely unsymmetrical tertiary phosphines through the Pd/keYPhos-catalyzed coupling of aryl chlorides with secondary phosphines under mild conditions. The reaction exhibits excellent functional group tolerance and broad substrate scopes. Furthermore, the rapid synthesis of ligands and luminescent compound sTPPs, alongside gram-scale systhesis, demonstrates the practical applicability of this method.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"84 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2024-11-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.4c03951","RegionNum":1,"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
The functionalization of the C–Cl bond in unactivated aryl chlorides under mild conditions presents a significant challenge. We disclose a general protocol for constructing both partially and entirely unsymmetrical tertiary phosphines through the Pd/keYPhos-catalyzed coupling of aryl chlorides with secondary phosphines under mild conditions. The reaction exhibits excellent functional group tolerance and broad substrate scopes. Furthermore, the rapid synthesis of ligands and luminescent compound sTPPs, alongside gram-scale systhesis, demonstrates the practical applicability of this method.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.