In this presentation, we will explore the utility of orthogonal dynamic covalent self-assembly in achieving chiral recognition associated with an observable change in fluorescence. The method uses the self-assembly of 2-formylphenylboronic acid with a chiral diol and a chiral amine to produce two diastereomeric iminoboronates that differ in their fluorescence properties. This method is applicable to determination of enantiomeric excess in chiral amines and chiral diols.  <br/>The successful probes were adapted for multi-well plate assays. Here, an excellent ability to recognize a number of various analytes was demonstrated in qualitative as well as quantitative assays (determination of ee). We believe that this application of orthogonal dynamic covalent self-assembly in <i>e.e.</i> determination will lead to the development of high throughput protocols for determination of chirality.

Dynamic covalent self-assembly for determination of enantiomeric excess

251st National Meeting (2016)

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