Au(i)-Catalyzed hydroarylation of alkenes with N,N-dialkylanilines: a dual gold catalysis concept

被引:22
作者
Abdellah, Ibrahim [1 ]
Poater, Albert [2 ,3 ]
Lohier, Jean-Francois [1 ]
Gaumont, Annie-Claude [1 ]
机构
[1] Normandie Univ, ENSICAEN, UNICAEN, CNRS,LCMT, F-14000 Caen, France
[2] Univ Girona, Inst Quim Computac & Catalisi, C Maria Aurelia Capmany 69, Girona 17003, Catalonia, Spain
[3] Univ Girona, Dept Quim, C Maria Aurelia Capmany 69, Girona 17003, Catalonia, Spain
关键词
OXIDATIVE ADDITION; INTERMOLECULAR HYDROARYLATION; REACTION-MECHANISM; OLEFIN METATHESIS; HIGHLY EFFICIENT; BASIS-SETS; ALKYNES; ACTIVATION; ENERGY; HYDROPHENOXYLATION;
D O I
10.1039/c8cy01309h
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In the present work, we report the efficiency of the commercially available [(PPh3)AuCl] complex in combination with a set of potassium salts to catalyze the hydroarylation of a broad variety of alkenes using N,N-dialkylanilines, leading to full conversion and complete selectivity toward the Markovnikov products. The combination of experimental information supported by density functional theory (DFT) calculations provides new mechanistic insights into this challenging reaction and allows a dual gold mechanism scheme to be proposed and the interplay between structure and reactivity to be rationalized.
引用
收藏
页码:6486 / 6492
页数:7
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