Enantioenrichment of racemic BINOL by way of excited state proton transfer

Date
2019
Authors
Ayad, Suliman
Posey, Victoria
Das, Anjan
Montgomery, Jason M.
Hanson, Kenneth
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.
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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
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