Localized partitioning of enantiomers in solid samples of sulfoxides: importance of sampling method in determination of enantiopurity

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Flynn, Aaran J.
Ford, Alan
Maguire, Anita R.
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American Chemical Society
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Localized partitioning of amorphous enantioenriched aryl benzyl sulfoxides in the solid state can lead to substantial variation in enantiopurities, even for sulfoxides which do not show detectable levels of self-disproportionation of enantiomers (SDE) during chromatography on an achiral stationary phase. The importance of preparation of representative samples of enantioenriched sulfoxides for chiral HPLC to enable reproducible results is clear.
Efficient asymmetric oxidation , Self-disproportionation , Chiral sulfoxides , Chromatography , Sulfides , Ligands , Sde , Importance sampling , Enantiomers , Chiral HPLC , Disproportionations , Enantiopurity , Representative sample , Sampling method , Solid samples , Stationary phase , Substantial variations
Flynn, A. J., Ford, A. and Maguire, A. R. (2020) 'Localized Partitioning of Enantiomers in Solid Samples of Sulfoxides: Importance of Sampling Method in Determination of Enantiopurity', The Journal of Organic Chemistry, 85(15), pp. 10216-10221. doi: 10.1021/acs.joc.0c01094
© 2020 American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.joc.0c01094