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Chiral discrimination and the measurement of enantiomeric excess from a severely overcrowded NMR spectrum

By Sachin Rama Chaudhari and N Suryaprakash

Abstract

NMR spectroscopic chiral visualization, unambiguous assignment of peaks pertaining to R and S enantiomers and the subsequent measurement of enantiomeric composition demands a highly resolved spectrum. The method fails when the spectrum is severely overcrowded or highly complex, thereby hampering the determination of enantiomeric excess. In order to circumvent such problems we propose the utility of pure shift spectrum obtained by resolving the chemical shift and coupling information in two orthogonal dimensions. The skew projected spectrum yields singlet's at the respective chemical shift positions, permitting the unravelling of the superimposed spectral transitions for each enantiomer and measurement of enantiomeric composition. (C) 2012 Elsevier B. V. All rights reserved

Topics: NMR Research Centre (Formerly Sophisticated Instruments Facility), Solid State & Structural Chemistry Unit
Publisher: ELSEVIER SCIENCE BV
Year: 2013
DOI identifier: 10.1016/j.cplett.2012.10.085
OAI identifier: oai:eprints.iisc.ac.in:45710
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