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Issue 1, 2012
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Circular dichroism of multi-component assemblies for chiral amine recognition and rapid ee determination

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Abstract

Upon mixing a chiral amine, enantiopure BINOL, and o-formyl phenyl boronic acid, the three components assemble efficiently and rapidly into chiral host–guest structures that produce distinct circular dichroism signals for each enantiomer of the amine. Employing BINOL and two derivatives to create an array of receptors, the CD signals resulting from several α-chiral primary amines were processed by principal component analysis and linear discriminant analysis to give satisfactory discrimination of the amines studied. Not only was the system able to differentiate the analytes chemoselectively and enantioselectively, but it also allowed for the rapid determination of chiral amineee values.

Graphical abstract: Circular dichroism of multi-component assemblies for chiral amine recognition and rapid ee determination

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Publication details

The article was received on 22 Jul 2011, accepted on 25 Aug 2011 and first published on 22 Sep 2011


Article type: Edge Article
DOI: 10.1039/C1SC00496D
Citation: Chem. Sci., 2012,3, 156-161
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    Circular dichroism of multi-component assemblies for chiral amine recognition and rapid ee determination

    P. Metola, E. V. Anslyn, T. D. James and S. D. Bull, Chem. Sci., 2012, 3, 156
    DOI: 10.1039/C1SC00496D

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