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Diastereomeric Shape Recognition Using NMR Spectroscopy in a Chiral Liquid Crystalline Solvent
1Laboratoire de Chimie Structurale Organique, I.C.M.O., URA-CNRS 1384, Bât. 410, Université Paris-Sud, F-91405 Orsay Cedex (France).
Angewandte Chemie (International Ed. in English)
|August 24, 1999
Abstract:
Unambiguous assignment of the resonances of different diastereomers in a nonracemic mixture is possible with (1)H-decoupled (2)H NMR spectroscopy in a chiral liquid crystalline solvent. This is demonstrated with, for example, the alpha,alpha'-dideuterated diol shown in the picture. Even diastereomers with centers of chirality up to nine bonds apart can be discriminated.