Competition between π-Arene and Lone-Pair Halogen Coordination of Silylium Ions?

被引:41
|
作者
Romanato, Paola [1 ]
Duttwyler, Simon [1 ]
Linden, Anthony [1 ]
Baldridge, Kim K. [1 ]
Siegel, Jay S. [1 ]
机构
[1] Univ Zurich, Inst Organ Chem, CH-8057 Zurich, Switzerland
基金
瑞士国家科学基金会;
关键词
CARBORANES;
D O I
10.1021/ja2040392
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In 2,6-diarylphenylSiR(2) cations, the 2,6-diarylphenyl (m-terphenyl) scaffold blocks incoming nucleophiles and stabilizes the positive charge at silicon by lateral ring interactions. Direct ortho-halogen and pi-electron-rich face coordination to silicon has been seen. For a series of cations bearing 2,6-difluoro-2',6'-dimethyl-X(n)-substituted rings, the relative contribution of these two modes of stabilization has been assessed. Direct coordination from an aryl fluoride is found to be comparable to that from the mesityl pi-face.
引用
收藏
页码:11844 / 11846
页数:3
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