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

Reference:

Mirri, G., Bull, S. D., Horton, P. N., James, T. D., Male, L. and Tucker, J. H. R., 2010. Electrochemical method for the determination of enantiomeric excess of binol using redox-active boronic acids as chiral sensors. Journal of the American Chemical Society, 132 (26), pp. 8903-8905.

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Official URL:

http://dx.doi.org/10.1021/ja103462x

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.

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