Enantioenrichment of racemic BINOL by way of excited state proton transfer.

Chem Commun (Camb)

Department of Chemistry & Biochemistry, Florida State University, Tallahassee, Florida 32306, USA.

Published: January 2019

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.

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http://dx.doi.org/10.1039/c8cc07949hDOI Listing

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