Aryl-CF3 Bond-Forming Reductive Elimination from Palladium(IV)

被引:255
作者
Ball, Nicholas D. [1 ]
Kampf, Jeff W. [1 ]
Sanford, Melanie S. [1 ]
机构
[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
关键词
TRIFLUOROMETHYLATION REACTIONS; SODIUM TRIFLUOROACETATE; CONVENIENT METHOD; C-O; COMPLEXES; FLUORINATION; REACTIVITY; HALIDES; IODIDE; ACTIVATION;
D O I
10.1021/ja100955x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This communication describes oxidatively induced Ar-CF3 bond-forming reductive elimination from new Pd-II complexes of general structure (L similar to L)Pd-II(Ar)(CF3). The electrophilic fluorinating reagent N-fluoro-2,4,6-trimethylpyridinium triflate promotes these reactions in good to excellent yields. The palladium (IV) intermediate ('Bu-bpy)Pd-IV(CF3)(F)(OTf)(C6H4F) has been isolated, characterized, and demonstrated to undergo high yielding Ar-CF3 coupling upon thermolysis. This work provides an attractive conceptual framework for the developement of Pd-II/IV-catalyzed arene trifluoromethylation reactions.
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页码:2878 / +
页数:4
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