Deuterium NMR stereochemical analysis of threo-erythro isomers bearing remote stereogenic centres in racemic and non-racemic liquid crystalline solvents

被引：46

作者：

Canlet, C

Merlet, D

Lesot, P

Meddour, A

Loewenstein, A

Courtieu, J

机构：

[1] Univ Paris 11, ESA CNRS 8074, ICMO, Chim Organ Struct Lab, F-91405 Orsay, France

[2] Technion Israel Inst Technol, Dept Chem, IL-32000 Haifa, Israel

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 09期

关键词：

D O I：

10.1016/S0957-4166(00)00125-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

We report the proton-decoupled deuterium NMR study of labelled diastereomers with remote stereogenic carbons dissolved in various mixtures of poly-gamma-benzyl-L-glutamate (PBLG) and poly-gamma-benzyl-D-glutamate (PBDG) liquid crystalline solutions. The evolution of quadrupolar splitting as well as the diastereomeric and the enantiomeric discrimination versus the proportion of PBLG and PBDG in the liquid crystalline phase is studied. It is shown that racemic liquid crystalline solutions of PBLG and PBDG may be used to measure diastereomeric excess (de). Thereafter the spectrum in PBLG solution allows for measuring the enantiomeric excess (ee) of each diastereomer. These first results suggest substantial prospects in the field of the analysis of diastereomers with remote stereogenic carbons. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：1911 / 1918

页数：8

共 16 条

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