Fluorescence-based measurement of the Lewis acidities of lanthanide triflates in solution

被引:6
作者
Demay-Drouhard, Paul [1 ]
Gaffen, Joshua R. [1 ]
Caputo, Christopher B. [1 ]
Baumgartner, Thomas [1 ]
机构
[1] York Univ, Dept Chem, 4700 Keele St, Toronto, ON M3J 1P3, Canada
基金
加拿大创新基金会; 加拿大自然科学与工程研究理事会;
关键词
Lewis acids; lanthanides; fluorescence; dithienophosphole; catalysis; SILYL ENOL ETHERS; EMPIRICAL PARAMETERS; ALDOL REACTION; IONS; METAL; ACIDS; ALDEHYDES; SYSTEM;
D O I
10.1139/cjc-2022-0115
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Despite the prominence of rare-earth complexes to act as Lewis acid catalysts in organic synthesis, the comprehensive measure of the Lewis acid strength of such compounds has yet to be performed due to incompatibilities with existing methods. We report our results in measurement of a sequence of lanthanide triflates via our recently established fluorescent Lewis adduct (FLA) method. The persistence in solution of these Lewis acids as solvated coordination complexes is accurately measurable by the FLA method. However, several of the rare-earth species exhibit fluorescence quenching, which may potentially inhibit the measurement. Nevertheless, meaningful FLA measurements were still possible, and the results correspond to both periodic trends and were even consistent with previous correlated reported data.
引用
收藏
页码:146 / 153
页数:8
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