Diols and anions can control the formation of an exciplex between a pyridinium boronic acid with an aryl group connected via a propylene linker

被引:39
作者
Huang, Yan-Jun [2 ,3 ,4 ]
Jiang, Yun-Bao [3 ,4 ]
Bull, Steven D. [2 ]
Fossey, John S. [1 ]
James, Tony D. [2 ]
机构
[1] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England
[2] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
[3] Xiamen Univ, Dept Chem, Coll Chem & Chem Engn, Xiamen 361005, Peoples R China
[4] Xiamen Univ, MOE Key Lab Analyt Sci, Xiamen 361005, Peoples R China
关键词
CATION-PI INTERACTIONS; CRYSTALLOGRAPHIC EVIDENCE; INTRAMOLECULAR CATION; STACKING INTERACTIONS; ENANTIOMERIC PURITY; FOLDED CONFORMATION; KINETIC RESOLUTION; ARENE INTERACTIONS; NMR ANALYSIS; COMPLEXES;
D O I
10.1039/c0cc03099f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The exciplex formation between a pyridinium boronic acid and phenyl group connected via a propylene linker can be monitored using fluorescence. Addition of pinacol affords a cyclic boronate ester with enhanced Lewis acidity that increases the strength of its cation-pi stacking interaction causing a four-fold fluorescence enhancement.
引用
收藏
页码:8180 / 8182
页数:3
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