{"title":"镍光氧化催化烯基卤化物和苯酚的 E 和 Z 立体转化偶联反应","authors":"Sodai Nishino, Takuya Kurahashi","doi":"10.1093/chemle/upae111","DOIUrl":null,"url":null,"abstract":"Herein, we report a Ni-photoredox-catalyzed stereoconvergent coupling of phenols and alkenyl halides, which affords a Z-coupling product. Moreover, by simply changing the solvent, the reaction also provides access to the E-coupling product with high stereoselectivity. The key factor for changing the stereoisomer of the product was found to be the fluorescence lifetime of photocatalyst.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":null,"pages":null},"PeriodicalIF":1.4000,"publicationDate":"2024-06-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Nickel-photoredox-catalyzed E- and Z-stereoconvergent coupling of alkenyl halides and phenols\",\"authors\":\"Sodai Nishino, Takuya Kurahashi\",\"doi\":\"10.1093/chemle/upae111\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Herein, we report a Ni-photoredox-catalyzed stereoconvergent coupling of phenols and alkenyl halides, which affords a Z-coupling product. Moreover, by simply changing the solvent, the reaction also provides access to the E-coupling product with high stereoselectivity. The key factor for changing the stereoisomer of the product was found to be the fluorescence lifetime of photocatalyst.\",\"PeriodicalId\":9862,\"journal\":{\"name\":\"Chemistry Letters\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.4000,\"publicationDate\":\"2024-06-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemistry Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1093/chemle/upae111\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemistry Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1093/chemle/upae111","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
摘要
在此,我们报告了一种镍光氧化催化的苯酚与烯基卤化物的立体转化偶联反应,该反应可产生 Z 偶联产物。此外,只需改变溶剂,该反应还能以高立体选择性获得 E-偶联产物。研究发现,改变产物立体异构体的关键因素是光催化剂的荧光寿命。
Nickel-photoredox-catalyzed E- and Z-stereoconvergent coupling of alkenyl halides and phenols
Herein, we report a Ni-photoredox-catalyzed stereoconvergent coupling of phenols and alkenyl halides, which affords a Z-coupling product. Moreover, by simply changing the solvent, the reaction also provides access to the E-coupling product with high stereoselectivity. The key factor for changing the stereoisomer of the product was found to be the fluorescence lifetime of photocatalyst.