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Electrochemical method for the determination of enantiomeric excess of binol using redox-active boronic acids as chiral sensors.

Authors :
Mirri G
Bull SD
Horton PN
James TD
Male L
Tucker JH
Source :
Journal of the American Chemical Society [J Am Chem Soc] 2010 Jul 07; Vol. 132 (26), pp. 8903-5.
Publication Year :
2010

Abstract

A chiral ferrocene-based boronic acid interacts with (R)- and (S)-Binol to form two complexes that exhibit significantly different ferrocene-based electrode potentials. This difference in redox behavior can be exploited to demonstrate in principle how high levels of enantiomeric excess in a mixture of enantiomers can be quantified and read-out using an electrochemical method.

Details

Language :
English
ISSN :
1520-5126
Volume :
132
Issue :
26
Database :
MEDLINE
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
20536177
Full Text :
https://doi.org/10.1021/ja103462x