Metal-Free Perfluoroarylation by Visible Light Photoredox Catalysis
文献类型:期刊论文
作者 | Meyer, Andreas U.1; Slanina, Tomas1,2,3; Yao, Chang-Jiang1,4; Koenig, Burkhard1 |
刊名 | ACS CATALYSIS
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出版日期 | 2016 |
卷号 | 6期号:1页码:369-375 |
关键词 | perfluorophenyl photocatalysis visible light metal-free conditions C-H arylation transient spectroscopy |
英文摘要 | Visible light and eosin Y catalyze the direct arylation of simple arenes with fluorinated aryl bromides by a photoredox process. The reaction scope is broad in fluorinated compounds and arenes and the general and simple procedure provides a metal-free alternative for the synthesis of synthetically valuable polyfluorinated biaryl structures. The mild reaction conditions allow a selective reaction with the alkaloid brucine without protection of functional groups illustrating the potential of the process for late stage functionalization. Mechanistic investigations reveal the photoreduction of eosin Y via its triplet state by triethylamine and subsequent electron transfer from the eosin Y radical anion to the polyfluorinated bromoarene, which fragments into the polyfluorinated aryl radical and a bromide anion. A radical chain reaction mechanism was excluded by a quenching factor analysis. |
收录类别 | SCI |
语种 | 英语 |
公开日期 | 2016-05-09 |
源URL | [http://ir.iccas.ac.cn/handle/121111/29738] ![]() |
专题 | 化学研究所_光化学实验室 |
作者单位 | 1.Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany 2.Masaryk Univ, Dept Chem, Brno 62500, Czech Republic 3.Masaryk Univ, RECETOX, Brno 62500, Czech Republic 4.Chinese Acad Sci, Inst Chem, CAS Key Lab Photochem, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China |
推荐引用方式 GB/T 7714 | Meyer, Andreas U.,Slanina, Tomas,Yao, Chang-Jiang,et al. Metal-Free Perfluoroarylation by Visible Light Photoredox Catalysis[J]. ACS CATALYSIS,2016,6(1):369-375. |
APA | Meyer, Andreas U.,Slanina, Tomas,Yao, Chang-Jiang,&Koenig, Burkhard.(2016).Metal-Free Perfluoroarylation by Visible Light Photoredox Catalysis.ACS CATALYSIS,6(1),369-375. |
MLA | Meyer, Andreas U.,et al."Metal-Free Perfluoroarylation by Visible Light Photoredox Catalysis".ACS CATALYSIS 6.1(2016):369-375. |
入库方式: OAI收割
来源:化学研究所
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