Modelling fundamental arene-borane contacts: spontaneous formation of a dibromoborenium cation driven by interaction between a borane Lewis acid and an arene π system

被引:52
作者
Mansaray, Hassanatu B. [1 ]
Rowe, Alexander D. L. [1 ]
Phillips, Nicholas [1 ]
Niemeyer, Jochen [1 ]
Kelly, Michael [1 ]
Addy, David A. [1 ]
Bates, Joshua I. [1 ]
Aldridge, Simon [1 ]
机构
[1] Univ Oxford, Dept Chem, Inorgan Chem Lab, Oxford, England
基金
加拿大自然科学与工程研究理事会;
关键词
AROMATIC-HYDROCARBONS; BORENIUM; COMPLEXES; BORONIUM; PYRIDINE; DERIVATIVES; ACTIVATION; REACTIVITY; BORINIUM; ADDUCTS;
D O I
10.1039/c1cc15259a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of 2,6-dimesityl pyridine (L-py) with BBr3 leads to the spontaneous formation of the trigonal dibromoborenium cation [L-py center dot BBr2](+) via bromide ejection. Systematic structural and computational studies, and the reactivity displayed by a closely related N-heterocyclic carbene (NHC) donor, reveal the role played by arene-borane interactions in this chemistry. [L-py center dot BBr2](+) features a structurally characterized (albeit weak) electrostatic interaction between the borane Lewis acid and flanking arene pi systems.
引用
收藏
页码:12295 / 12297
页数:3
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