Palladium/Copper Dual Catalysis for the Cross-Coupling of Aryl(trialkyl)silanes with Aryl Bromides
Palladium/Copper Dual Catalysis for the Cross-Coupling of Aryl(trialkyl)silanes with Aryl Bromides
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DOI：
10.1002/anie.201712081
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发表时间：
2018-02-12
影响因子：
16.6
通讯作者：
Hiyama, Tamejiro
中科院分区：
文献类型：
--
作者：
Komiyama, Takeshi;Minami, Yasunori;Hiyama, Tamejiro
芳基(三烷基)硅烷因其稳定、低毒、易溶、易得而被认为是交叉偶联反应的理想有机金属试剂，但在典型的交叉偶联条件下，它们通常是惰性的。本发明公开了一种能够使三甲基、三乙基、叔丁基二甲基和三异丙基芳基硅烷与芳基溴化物交叉偶联的钯/铜催化体系。该工艺适用于噻吩类化合物的C-H、C-Si键顺序芳基化反应和聚(噻吩茂)S的合成。
Whereas aryl(trialkyl)silanes are considered to be ideal organometallic reagents for cross-coupling reactions owing to their stability, low toxicity, solubility, and easy accessibility, they are generally inert under typical cross-coupling conditions. Disclosed herein is a palladium/copper catalytic system that enables the cross-coupling of trimethyl, triethyl, tert-butyldimethyl, and triisopropyl aryl silanes with aryl bromides. This process is applicable to the sequential C-H and C-Si bond arylation of thiophenes and the synthesis of poly(thiophene-fluorene)s.