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Copper-catalyzed fluorination of 2-pyridyl aryl bromides
Alternative Title铜催化2-吡啶基芳基溴的氟化反应
Mu X(慕欣); Zhang H(张浩); Chen PH(陈品红); Liu GS(刘国生)
Source PublicationChem. Sci.
AbstractCopper(I)-catalyzed cross-coupling of aryl halides is the subject of extensive interest in synthetic chemistry, but the related catalytic fluorination is unsuccessful. Herein, we have developed a novel copper-catalyzed fluorination of aryl bromides using AgF as the fluorine source. In this transformation a pyridyl directing group is essential for successful catalytic fluorination. A XANES/EXAFS study indicated that the presence of the pyridyl group is essential to stabilize the Cu(I) species and accelerate oxidative addition of the aryl bromide. Further mechanistic studies implicated a Cu(I/III) catalytic cycle in this Cu(I)-catalyzed fluorination, and final aryl C-F bond formation possibly proceeds through an irreversible reductive elimination of the ArCu(III)-F species. This rare report of catalytic fluorination by a copper catalyst provides a valuable foundation for further development of Cu(I)-catalyzed fluorination of aryl halides.
Subject Area金属有机化学
Indexed BySCI
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Document Type期刊论文
Corresponding AuthorLiu GS(刘国生)
Affiliation中国科学院上海有机化学研究所, 金属有机化学国家重点实验室
Recommended Citation
GB/T 7714
Mu X,Zhang H,Chen PH,et al. Copper-catalyzed fluorination of 2-pyridyl aryl bromides[J]. Chem. Sci.,2014,5(1):275-280.
APA 慕欣,张浩,陈品红,&刘国生.(2014).Copper-catalyzed fluorination of 2-pyridyl aryl bromides.Chem. Sci.,5(1),275-280.
MLA 慕欣,et al."Copper-catalyzed fluorination of 2-pyridyl aryl bromides".Chem. Sci. 5.1(2014):275-280.
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