Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.
J Am Chem Soc. 2020 Apr 29;142(17):7754-7759. doi: 10.1021/jacs.0c02860. Epub 2020 Apr 14.
This report describes the chemoselective coupling of polyfluoroarenes with aryl germanes in the presence of aromatic C-I, C-Br, C-Cl, C-OTf, and C-SiMe groups, as well as demonstrates the further downstream diversification to give richly functionalized and highly fluorinated polyarenes. The strategy relies on an Umpolung of the FArH, followed by selective Au/Au-catalyzed coupling with electron-poor or -rich aryl germanes, even in the presence of challenging -substituents, and widens the currently available coupling space in oxidative gold catalysis to previously inaccessible electron-poor/electron-poor biaryls.
本报告描述了在芳基 C-I、C-Br、C-Cl、C-OTf 和 C-SiMe 基团以及进一步的下游多样化存在的情况下，多氟芳烃与芳基锗的选择性偶联，从而得到富功能化和高度氟化的多芳烃。该策略依赖于 FArH 的反转，然后与缺电子或富电子的芳基锗进行选择性的 Au/Au 催化偶联，即使存在具有挑战性的取代基，也拓宽了目前氧化金催化中可用的偶联空间，使其能够得到以前无法获得的缺电子/缺电子联芳烃。
