{"title":"Redox-Neutral Photocatalytic Germylative Difunctionalization of Unactivated Olefins via Selective Radical Capture by Ge(II)","authors":"Wen-Jing Zhou, Zequn Yang, Bin Xiao","doi":"10.1021/acscatal.4c06681","DOIUrl":null,"url":null,"abstract":"This study reports the development of a photocatalytic germanyl functionalization of unactivated olefins. A modular approach to alkylgermanium trihalides was realized through a three-component radical reaction involving fluoroalkyl bromides and commercially available GeBr<sub>2</sub> in a redox-neutral process. The target organogermanes were readily obtained via one-pot derivatization using various Grignard reagents, demonstrating good functional group compatibility with amides, esters and ketones. This work highlights the utility of Ge(II) reagents in constructing C–Ge bonds via photoredox catalysis. Notably, the selectivity in capturing electrophilic or nucleophilic radicals by Ge(II) was found to be significantly influenced by the halide ligands on GeX<sub>2</sub>.","PeriodicalId":9,"journal":{"name":"ACS Catalysis ","volume":"10 1","pages":""},"PeriodicalIF":11.3000,"publicationDate":"2025-01-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Catalysis ","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acscatal.4c06681","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0
Abstract
This study reports the development of a photocatalytic germanyl functionalization of unactivated olefins. A modular approach to alkylgermanium trihalides was realized through a three-component radical reaction involving fluoroalkyl bromides and commercially available GeBr2 in a redox-neutral process. The target organogermanes were readily obtained via one-pot derivatization using various Grignard reagents, demonstrating good functional group compatibility with amides, esters and ketones. This work highlights the utility of Ge(II) reagents in constructing C–Ge bonds via photoredox catalysis. Notably, the selectivity in capturing electrophilic or nucleophilic radicals by Ge(II) was found to be significantly influenced by the halide ligands on GeX2.
期刊介绍:
ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels.
The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.