{"title":"Excited-state gold catalyzed activation of inert C–Cl bonds","authors":"Xiaopeng Wu, Yibin Sun, Chen Mingqi, Yeli Fan","doi":"10.1007/s13404-023-00332-4","DOIUrl":null,"url":null,"abstract":"<div><p>Chloroalkanes have richer structures and cheaper costs than iodide/brominated compounds, while rarely used as electrophilic reagents for constructing C(sp<sup>3</sup>)–C(sp<sup>3</sup>) bonds due to their low reduction potential and strong bond dissociation energy. Recently, a new catalytic strategy involving dinuclear gold complexes has overcome this limitation. The photoinduced gold-catalyzed mode initiated the C(sp<sup>3</sup>)–Cl electrophilic activation, lead to the divergent conversion of chloroalkanes as chloroalkyl, alkyl cation and carbene equivalent precursor of carbon chain propagation, and involved a novel mechanism of inner-sphere SET process between dinuclear gold complex catalyst and chloroalkane.</p></div>","PeriodicalId":55086,"journal":{"name":"Gold Bulletin","volume":null,"pages":null},"PeriodicalIF":2.2000,"publicationDate":"2023-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13404-023-00332-4.pdf","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Gold Bulletin","FirstCategoryId":"5","ListUrlMain":"https://link.springer.com/article/10.1007/s13404-023-00332-4","RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"Chemistry","Score":null,"Total":0}
引用次数: 0
Abstract
Chloroalkanes have richer structures and cheaper costs than iodide/brominated compounds, while rarely used as electrophilic reagents for constructing C(sp3)–C(sp3) bonds due to their low reduction potential and strong bond dissociation energy. Recently, a new catalytic strategy involving dinuclear gold complexes has overcome this limitation. The photoinduced gold-catalyzed mode initiated the C(sp3)–Cl electrophilic activation, lead to the divergent conversion of chloroalkanes as chloroalkyl, alkyl cation and carbene equivalent precursor of carbon chain propagation, and involved a novel mechanism of inner-sphere SET process between dinuclear gold complex catalyst and chloroalkane.
期刊介绍:
Gold Bulletin is the premier international peer reviewed journal on the latest science, technology and applications of gold. It includes papers on the latest research advances, state-of-the-art reviews, conference reports, book reviews and highlights of patents and scientific literature. Gold Bulletin does not publish manuscripts covering the snthesis of Gold nanoparticles in the presence of plant extracts or other nature-derived extracts. Gold Bulletin has been published over 40 years as a multidisciplinary journal read by chemists, physicists, engineers, metallurgists, materials scientists, biotechnologists, surface scientists, and nanotechnologists amongst others, both within industry and academia. Gold Bulletin is published in Association with the World Gold Council.