Diastereomeric Shape Recognition Using NMR Spectroscopy in a Chiral Liquid Crystalline Solvent. 1999

Meddour, and Canlet, and Blanco, and Courtieu
Laboratoire de Chimie Structurale Organique, I.C.M.O., URA-CNRS 1384, Bât. 410, Université Paris-Sud, F-91405 Orsay Cedex (France).

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.

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