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Visualization of enantiomers in cholesteric solvents through deuterium NMR
Authors:E Lafontaine  J M Pechine  J Courtieu  Charles L Mayne
Institution:  a Laboratoire de Chimie Structural Organique, I.C.M.O. E.R.A. CNRS 1483, University Paris-Sud, Orsay, France b Department of Chemistry, University of Utah, Salt Lake City, Utah, U. S. A.
Abstract:Proton decoupled deuterium NMR of mixtures of enantiomers in homogeneously oriented cholesteric solvents produces simple spectra with linewidths of 10 to 50 Hz in cases where the proton spectra would give second order patterns so complicated as to defy analysis. The chiral solvent orders each of a pair of enantiomers differently which results in a difference in the residual quadrupolar coupling constant yielding well resolved spectra for each enantiomer. That the technique constitutes a new tool for measurement of enantiomeric ratios is illustrated using several chiral benzylic alcohols.
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