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Catalytic C-F Bond Activation of Perfluoroarenes by Tricoordinated Gold(I) Complexes
Zhan, Jin-Hui; Lv, Hongbin; Yu, Yi; Zhang, Jun-Long
刊名ADVANCED SYNTHESIS & CATALYSIS
2012-05-01
卷号354期号:8页码:1529-1541
关键词Catalysis c?c?C?c?f Bond Activation Dft Calculations Gold Complexes Hydrodefluorination
ISSN号1615-4150
DOI10.1002/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.
语种英语
出版者WILEY-V C H VERLAG GMBH
WOS记录号WOS:000304345100018
内容类型期刊论文
源URL[http://ir.iccas.ac.cn/handle/121111/43411]  
专题中国科学院化学研究所
通讯作者Zhang, Jun-Long
作者单位Peking Univ, Beijing Natl Lab Mol Sci, State Key Lab Rare Earth Mat Chem & Applicat, Coll Chem & Mol Engn, Beijing 100871, Peoples R China
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]. ADVANCED SYNTHESIS & CATALYSIS,2012,354(8):1529-1541.
APA Zhan, Jin-Hui,Lv, Hongbin,Yu, Yi,&Zhang, Jun-Long.(2012).Catalytic C-F Bond Activation of Perfluoroarenes by Tricoordinated Gold(I) Complexes.ADVANCED SYNTHESIS & CATALYSIS,354(8),1529-1541.
MLA Zhan, Jin-Hui,et al."Catalytic C-F Bond Activation of Perfluoroarenes by Tricoordinated Gold(I) Complexes".ADVANCED SYNTHESIS & CATALYSIS 354.8(2012):1529-1541.
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