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The use of exchangeable nuclei to observe enantiomers through deuterium NMR in chiral liquid crystalline solvents

Authors


Denis Merlet, Laboratoire de RMN en milieu orienté, ICMMO, UMR CNRS 8182, Bât. 410, Université Paris-Sud, 91405 Orsay cedex, France. E-mail: denis.merlet@u-psud.fr

Abdelkrim Meddour, Laboratoire de RMN en milieu orienté, ICMMO, UMR CNRS 8182, Bât. 410, Université Paris-Sud, 91405 Orsay cedex, France. E-mail: abdelkrim.meddour@u-psud.fr

Abstract

It is demonstrated that 2H NMR in chiral liquid crystalline solvents can be used to measure enantiomeric excesses using exchangeable deuterons in alcohols. This is performed in a trivial way at low temperature (260–270 K) where a slow exchange regime was reached. Among the various alcohols used to explore the possibilities of this technique, an unusually large isotopic effect on molecular orientation between two isotopomers has been observed. Copyright © 2012 John Wiley & Sons, Ltd.

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