Catalytic C-F Bond Activation of Perfluoroarenes by Tricoordinated   Gold(I) Complexes

doi:10.1002/adsc.201100843

CORC > 北京大学 > 化学与分子工程学院

	Catalytic C-F Bond Activation of Perfluoroarenes by Tricoordinated Gold(I) Complexes
	Zhan, Jin-Hui ; Lv, Hongbin ; Yu, Yi ; Zhang, Jun-Long
刊名	高级合成与催化
	2012
关键词	catalysis C?F bond activation DFT calculations gold complexes hydrodefluorination AU(I) COMPLEXES METALLOPHOSPHORANE INTERMEDIATE OXIDATIVE ADDITION COUPLING REACTIONS CARBENE COMPLEXES ORGANIC-COMPOUNDS FLUORINE HYDRODEFLUORINATION RHODIUM MECHANISM
DOI	10.1002/adsc.201100843
英文摘要	We report the first example of gold catalyzing C?F bond activation for perfluoroarenes in the presence of silanes. Tricoordinated gold(I) complexes supported by Xantphos-type ligands, such as Xantphos and tBuXantphos ligands, exhibit efficacy in the hydrodefluorination (HDF) of various types of perfluoroarenes. For [tBuXantphosAu(AuCl2)], the highest turnover number is up to 1000 in the HDF of pentafluoronitrobenzene with diphenylsilane. An examination of functional group tolerance shows the orthogonality of this gold(I) catalytic protocol to ketone, ester, carboxylate, alkynyl, alkenyl and amide groups, suggesting its potential application in chemoselective C?F activations. Mechanistic studies show that the equilibrium between tetracoordinated [L2Au]+ and [LAu]+ is important for the reactivity of gold catalysts, which is dependent on the sterically bulky group of Xantphos-type ligands. Furthermore, computational studies for the possible reaction pathways suggest that direct oxidative addition of C?F bonds by gold(I) cation might be the key step during these catalytic reactions.; http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000304345100018&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=8e1609b174ce4e31116a60747a720701 ; Chemistry, Applied; Chemistry, Organic; SCI(E); 36; REVIEW; 8; 1529-1541; 354
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/150929]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Zhan, Jin-Hui,Lv, Hongbin,Yu, Yi,et al. Catalytic C-F Bond Activation of Perfluoroarenes by Tricoordinated Gold(I) Complexes[J]. 高级合成与催化,2012.
APA	Zhan, Jin-Hui,Lv, Hongbin,Yu, Yi,&Zhang, Jun-Long.(2012).Catalytic C-F Bond Activation of Perfluoroarenes by Tricoordinated Gold(I) Complexes.高级合成与催化.
MLA	Zhan, Jin-Hui,et al."Catalytic C-F Bond Activation of Perfluoroarenes by Tricoordinated Gold(I) Complexes".高级合成与催化 (2012).