1H NMR Spectral Simplification with Achiral and Chiral Lanthanide Shift Reagents. Mexiletine
作者:
HassanY. Aboul-Enein,
Simonique Médonné,
Robert Rothchild,
期刊:
Spectroscopy Letters
(Taylor Available online 1991)
卷期:
Volume 24,
issue 6
页码: 909-930
ISSN:0038-7010
年代: 1991
DOI:10.1080/00387019108018170
出版商: Taylor & Francis Group
关键词: Europium;Optical Purity;Enantiomer;Eu(FOD)3;Eu(FACAM)3;Eu(HFC)3;Analysis
数据来源: Taylor
摘要:
The 60 MHz1H NMR spectra of mexiletine, 1-(2,6-dimethylphenoxy)-2-propanamine,1, have been studied at 28° in CDCl3solution with the achiral reagent, tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato) europium(III),2, Eu(FOD)3, and the chiral reagents tris[3-(trifluoromethylhydroxymethylene)-d-camphorato]europium(III),3, Eu(FACAM)3, and tris[3-(heptafluoropropylhydroxymethylene)-d-camphorato]europium(III),4, Eu(HFC)3. Substantial lanthanide-induced shifts were seen for the proton signals of1with each reagent. Appreciable enantiomeric shift differences were seen for both methyl signals and for each of the CH2CH proton signals using3and4that should permit direct determinations of enantiomeric excess for samples of1. A predominant conformation for1is suggested based on observed splittings of the CH2proton signals and their relative lanthanide-induced shifts.
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