Department of Applied Chemistry, Chuo University, 1-13-27, Kasuga, Bunkyo-ku, Tokyo, 112-8551, Japan.
Research and Development Initiative, Chuo University, 1-13-27, Kasuga, Bunkyo-ku, Tokyo, 112-8551, Japan.
Angew Chem Int Ed Engl. 2018 Feb 12;57(7):1987-1990. doi: 10.1002/anie.201712081. Epub 2018 Jan 19.
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.
虽然芳基（三烷基）硅烷由于其稳定性、低毒性、溶解性和易获得性而被认为是理想的用于交叉偶联反应的有机金属试剂，但它们在典型的交叉偶联条件下通常是惰性的。本文公开了一种钯/铜催化体系，该体系能够使三甲基、三乙基、叔丁基二甲基和三异丙基芳基硅烷与芳基溴化物发生交叉偶联。该过程适用于噻吩的顺序 C-H 和 C-Si 键芳基化以及聚（噻吩-芴）的合成。
