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Issue 9, 2019
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Enantioenrichment of racemic BINOL by way of excited state proton transfer

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Abstract

Here we report a method for enantioenriching BINOL using a chiral auxiliary and an excited state proton transfer (ESPT) event. Regardless of the starting enantiomeric excess (ee), after irradiation the solution reaches a photostationary state whose ee is dependent solely on the identity of the chiral auxiliary group. The enantioenriched BINOL is easily recovered by cleaving the auxiliary group in mild conditions.

Graphical abstract: Enantioenrichment of racemic BINOL by way of excited state proton transfer

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Publication details

The article was received on 04 Oct 2018, accepted on 02 Jan 2019 and first published on 02 Jan 2019


Article type: Communication
DOI: 10.1039/C8CC07949H
Citation: Chem. Commun., 2019,55, 1263-1266

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    Enantioenrichment of racemic BINOL by way of excited state proton transfer

    S. Ayad, V. Posey, A. Das, J. M. Montgomery and K. Hanson, Chem. Commun., 2019, 55, 1263
    DOI: 10.1039/C8CC07949H

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