Tetrahedron Asymmetry p. 1511 - 1516 (2007)
Update date:2022-08-25
Topics:
Solgadi, Audrey
Jean, Ludovic
Lasne, Marie-Claire
Rouden, Jacques
Courtieu, Jacques
Meddour, Abdelkrim
It is shown that lyotropic liquid crystal mixtures made of poly-γ-benzyl-l-glutamate (PBLG) dissolved in N,N-dimethylformamide (DMF) are efficient anisotropic NMR solvents to distinguish the enantiomers of chiral amines through the effects of the differential ordering of enantiomers. This type of solvent overcomes problems often encountered when dissolving amines into the more conventional PBLG/CHCl3 or PBLG/CH2Cl2 liquid crystals. Furthermore, it is shown that perdeuterobenzyl chloride is an excellent achiral deuterated derivatizing agent for enantiomeric excess measurements of chiral amines in conjunction with the PBLG/DMF solvent.
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Doi:10.1038/nchem.1089
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