Pau Sarró, Norman Díaz, Josep Esteve Guasch, Wei Jie Teo and Marcos G. Suero
{"title":"铑催化的单碳插入到1,3-二烯","authors":"Pau Sarró, Norman Díaz, Josep Esteve Guasch, Wei Jie Teo and Marcos G. Suero","doi":"10.1039/D5SC03161C","DOIUrl":null,"url":null,"abstract":"<p >Herein, we report the first catalytic single-carbon insertion to 1,3-dienes with Rh(<small>II</small>)-carbynoids. The skeletal editing process is based on the catalytic generation of a Rh-carbynoid that promotes the insertion of a cationic monovalent carbon unit (:<small><sup>+</sup></small>C–R) into the C(sp<small><sup><em>2</em></sup></small>)–C(sp<small><sup><em>2</em></sup></small>) bond of the 1,3-diene, leading to a pentadienyl cation. Regioselective attack on the latter species leads to the formation of multi-substituted 1,3-dienes or 1,4-dienes with a broad range of carbon and heteroatomic nucleophiles.</p>","PeriodicalId":9909,"journal":{"name":"Chemical Science","volume":" 28","pages":" 13042-13047"},"PeriodicalIF":7.4000,"publicationDate":"2025-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/sc/d5sc03161c?page=search","citationCount":"0","resultStr":"{\"title\":\"Rh-catalysed single-carbon insertion to 1,3-dienes†\",\"authors\":\"Pau Sarró, Norman Díaz, Josep Esteve Guasch, Wei Jie Teo and Marcos G. Suero\",\"doi\":\"10.1039/D5SC03161C\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Herein, we report the first catalytic single-carbon insertion to 1,3-dienes with Rh(<small>II</small>)-carbynoids. The skeletal editing process is based on the catalytic generation of a Rh-carbynoid that promotes the insertion of a cationic monovalent carbon unit (:<small><sup>+</sup></small>C–R) into the C(sp<small><sup><em>2</em></sup></small>)–C(sp<small><sup><em>2</em></sup></small>) bond of the 1,3-diene, leading to a pentadienyl cation. Regioselective attack on the latter species leads to the formation of multi-substituted 1,3-dienes or 1,4-dienes with a broad range of carbon and heteroatomic nucleophiles.</p>\",\"PeriodicalId\":9909,\"journal\":{\"name\":\"Chemical Science\",\"volume\":\" 28\",\"pages\":\" 13042-13047\"},\"PeriodicalIF\":7.4000,\"publicationDate\":\"2025-06-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://pubs.rsc.org/en/content/articlepdf/2025/sc/d5sc03161c?page=search\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemical Science\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2025/sc/d5sc03161c\",\"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":"Chemical Science","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/sc/d5sc03161c","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Rh-catalysed single-carbon insertion to 1,3-dienes†
Herein, we report the first catalytic single-carbon insertion to 1,3-dienes with Rh(II)-carbynoids. The skeletal editing process is based on the catalytic generation of a Rh-carbynoid that promotes the insertion of a cationic monovalent carbon unit (:+C–R) into the C(sp2)–C(sp2) bond of the 1,3-diene, leading to a pentadienyl cation. Regioselective attack on the latter species leads to the formation of multi-substituted 1,3-dienes or 1,4-dienes with a broad range of carbon and heteroatomic nucleophiles.
期刊介绍:
Chemical Science is a journal that encompasses various disciplines within the chemical sciences. Its scope includes publishing ground-breaking research with significant implications for its respective field, as well as appealing to a wider audience in related areas. To be considered for publication, articles must showcase innovative and original advances in their field of study and be presented in a manner that is understandable to scientists from diverse backgrounds. However, the journal generally does not publish highly specialized research.