{"title":"光电催化铁催化烷烃的 C(sp3)-H 硼赖化反应","authors":"Yangmin Cao, Cheng Huang, Qingquan Lu","doi":"10.1038/s44160-023-00480-7","DOIUrl":null,"url":null,"abstract":"The development of strategies to access boronate esters from ubiquitous aliphatic C−H bonds is of long-standing interest in the synthesis community. Here photoelectrochemically driven C(sp3)−H borylation of alkanes is developed, in which iron, an abundant earth-based resource, is employed as a photoelectrochemical catalyst. Using this protocol, direct borylation of strong alkyl C−H bonds is efficiently achieved at a low oxidation potential of ∼0.3 V and mild conditions. A wide range of structurally diverse alkyl boronic esters, including versatile α-silyl boronic esters, can be accessed with good regioselectivity. The development of strategies to access boronate esters from ubiquitous aliphatic C−H bonds is of long-standing interest in the synthesis community. Now a photoelectrochemically driven C(sp3)−H borylation reaction of alkanes is developed, in which iron, an abundant earth-based resource, is employed as a photoelectrochemical catalyst.","PeriodicalId":74251,"journal":{"name":"Nature synthesis","volume":"3 4","pages":"537-544"},"PeriodicalIF":20.0000,"publicationDate":"2024-01-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photoelectrochemically driven iron-catalysed C(sp3)−H borylation of alkanes\",\"authors\":\"Yangmin Cao, Cheng Huang, Qingquan Lu\",\"doi\":\"10.1038/s44160-023-00480-7\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The development of strategies to access boronate esters from ubiquitous aliphatic C−H bonds is of long-standing interest in the synthesis community. Here photoelectrochemically driven C(sp3)−H borylation of alkanes is developed, in which iron, an abundant earth-based resource, is employed as a photoelectrochemical catalyst. Using this protocol, direct borylation of strong alkyl C−H bonds is efficiently achieved at a low oxidation potential of ∼0.3 V and mild conditions. A wide range of structurally diverse alkyl boronic esters, including versatile α-silyl boronic esters, can be accessed with good regioselectivity. The development of strategies to access boronate esters from ubiquitous aliphatic C−H bonds is of long-standing interest in the synthesis community. Now a photoelectrochemically driven C(sp3)−H borylation reaction of alkanes is developed, in which iron, an abundant earth-based resource, is employed as a photoelectrochemical catalyst.\",\"PeriodicalId\":74251,\"journal\":{\"name\":\"Nature synthesis\",\"volume\":\"3 4\",\"pages\":\"537-544\"},\"PeriodicalIF\":20.0000,\"publicationDate\":\"2024-01-31\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Nature synthesis\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.nature.com/articles/s44160-023-00480-7\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"0\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Nature synthesis","FirstCategoryId":"1085","ListUrlMain":"https://www.nature.com/articles/s44160-023-00480-7","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"0","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Photoelectrochemically driven iron-catalysed C(sp3)−H borylation of alkanes
The development of strategies to access boronate esters from ubiquitous aliphatic C−H bonds is of long-standing interest in the synthesis community. Here photoelectrochemically driven C(sp3)−H borylation of alkanes is developed, in which iron, an abundant earth-based resource, is employed as a photoelectrochemical catalyst. Using this protocol, direct borylation of strong alkyl C−H bonds is efficiently achieved at a low oxidation potential of ∼0.3 V and mild conditions. A wide range of structurally diverse alkyl boronic esters, including versatile α-silyl boronic esters, can be accessed with good regioselectivity. The development of strategies to access boronate esters from ubiquitous aliphatic C−H bonds is of long-standing interest in the synthesis community. Now a photoelectrochemically driven C(sp3)−H borylation reaction of alkanes is developed, in which iron, an abundant earth-based resource, is employed as a photoelectrochemical catalyst.