Enantioenrichment of racemic BINOL by way of excited state proton transfer

Date

2019

Authors

Journal Title

Journal ISSN

Volume Title

Publisher

Royal Society of Chemistry

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 enantio-enriched BINOL is easily recovered by cleaving the auxiliary group in mild conditions.

Description

Keywords

Research Subject Categories::NATURAL SCIENCES::Chemistry

Citation

Ayad, S., Posey, V., Das, A., Montgomery, J. M., Hanson, K. (2019). Enantioenrichment of racemic BINOL by way of excited state proton transfer. Chemical Communications 55(9).

URI

DOI https://doi.org/10.1039/C8CC07949H
 https://hdl.handle.net/11416/959

DOI

Collections

Chemistry and Physics