Lewis Acidity Enhancement of Triarylboranes via Peripheral Decoration with Cationic Groups

被引:120
作者
Chiu, Ching-Wen [1 ]
Kim, Youngmin [1 ]
Gabbai, Francois P. [1 ]
机构
[1] Texas A&M Univ, Dept Chem, College Stn, TX 77843 USA
基金
美国国家科学基金会;
关键词
FLUORIDE-ION; BORANES; CYANIDE; WATER; TRIS(PENTAFLUOROPHENYL)BORANE; COMPLEXATION;
D O I
10.1021/ja808572t
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The cationic boranes [ArN+BMeS2](+), [Ar2N+BMeS](2+), and [Ar3N+B](3+) (ArN+ = [4-(Me3N)-2,6-Me-2-C6H2](+); Mes = mesityl) have been synthesized and studied by cyclic voltammetry. The results obtained in this study show that the reduction potential of these derivatives in THF is increased by 0.36 V upon each substitution of a mesityl by a cationic ArN+ anilium group. Remarkably, the trication [3](3+), whose triflate salt is water soluble, complexes cyanide anions in pure water at pH 7. These properties underscore the dramatic effects caused by the increased number of cationic groups.
引用
收藏
页码:60 / +
页数:3
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