Chiroptical Asymmetric Reaction Screening via Multicomponent Self-Assembly

被引:51
|
作者
De los Santos, Zeus A. [1 ]
Wolf, Christian [1 ]
机构
[1] Georgetown Univ, Dept Chem, Washington, DC 20057 USA
基金
美国国家科学基金会;
关键词
CHIRAL CARBOXYLIC-ACIDS; ALPHA-AMINO-ACIDS; INDICATOR-DISPLACEMENT ASSAYS; CIRCULAR-DICHROISM PROTOCOL; ENANTIOMERIC EXCESS; ABSOLUTE-CONFIGURATION; RAPID-DETERMINATION; ENANTIOSELECTIVE CATALYSTS; SECONDARY ALCOHOLS; SIMULTANEOUSLY DETERMINE;
D O I
10.1021/jacs.6b08892
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Self-assembly of a stereodynamic phosphine ligand, Pd(II), and a chiral amine, amino alcohol, or amino acid generates characteristic UV and CD signals that can be used for quantitative stereochemical analysis of the bound substrate. A robust mix-and-measure chiroptical sensing protocol has been developed and used to determine the absolute configuration, ee, and yield of an amine produced by Ir-catalyzed asymmetric hydrogenation of an iminium salt. The analysis requires only 1 mg of the crude reaction mixture and minimizes cost, labor, time, and waste.
引用
收藏
页码:13517 / 13520
页数:4
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