Enantioenrichment of racemic BINOL by way of excited state proton transfer

Date
2019
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).
DOI