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Chiroptical Asymmetric Reaction Screening via Multicomponent Self-Assembly.

Authors :
De Los Santos ZA
Wolf C
Source :
Journal of the American Chemical Society [J Am Chem Soc] 2016 Oct 19; Vol. 138 (41), pp. 13517-13520. Date of Electronic Publication: 2016 Oct 06.
Publication Year :
2016

Abstract

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.

Details

Language :
English
ISSN :
1520-5126
Volume :
138
Issue :
41
Database :
MEDLINE
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
27696842
Full Text :
https://doi.org/10.1021/jacs.6b08892