芳基-CF(3)键形成的钯(IV)还原消除。
Aryl-CF(3) bond-forming reductive elimination from palladium(IV).
机构信息
Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109, USA.
出版信息
J Am Chem Soc. 2010 Mar 10;132(9):2878-9. doi: 10.1021/ja100955x.
Abstract
This communication describes oxidatively induced Ar-CF(3) bond-forming reductive elimination from new Pd(II) complexes of general structure (L approximately L)Pd(II)(Ar)(CF(3)). The electrophilic fluorinating reagent N-fluoro-2,4,6-trimethylpyridinium triflate promotes these reactions in good to excellent yields. The palladium(IV) intermediate ((t)Bu-bpy)Pd(IV)(CF(3))(F)(OTf)(C(6)H(4)F) has been isolated, characterized, and demonstrated to undergo high yielding Ar-CF(3) coupling upon thermolysis. This work provides an attractive conceptual framework for the development of Pd(II/IV)-catalyzed arene trifluoromethylation reactions.
摘要
这篇交流文章描述了新型 Pd(II)配合物（L 约等于 L）Pd(II)(Ar)(CF(3))中氧化诱导的 Ar-CF(3)键形成的还原消除反应。亲电氟化试剂 N-氟-2,4,6-三甲基吡啶三氟甲磺酸酯以良好到优异的产率促进了这些反应。已经分离、表征了钯(IV)中间体((t)Bu-bpy)Pd(IV)(CF(3))(F)(OTf)(C(6)H(4)F)，并证明其在热解时可高收率地发生 Ar-CF(3)偶联。这项工作为开发 Pd(II/IV)催化的芳基三氟甲基化反应提供了一个有吸引力的概念框架。
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