TITLE

Use of 1H NMR chemical shifts to determine the absolute configuration and enantiomeric purity for enantiomers of 3,3′-disubstituted-MeO-BIPHEP derivatives

AUTHOR(S)
Gorobets, Evgueni; Parvez, Masood; Wheatley, Bronwen M. M.; Keay, Brian A.
PUB. DATE
February 2006
SOURCE
Canadian Journal of Chemistry;Feb2006, Vol. 84 Issue 2, p93
SOURCE TYPE
Academic Journal
DOC. TYPE
Article
ABSTRACT
The absolute configuration of a series of 3,3′-disubstituted-MeO-BIPHEP derivatives can be determined by the 1H NMR chemical shift of the methoxyl group when the 3,3′-disubsituted-MeO-BIPHEP derivative is mixed with (–)-(2R,3R)-dibenzoyltartaric acid ((–)-DBTA) (1:2) and its NMR spectrum is run in CDCl3. The chemical shift of the methoxyl group in the Sax enantiomer always occurred at higher field than the corresponding Rax enantiomer. Integration of the corresponding methoxyl signals provides the enantiomeric purity of any mixtures.
ACCESSION #
20790418

 

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