High-performance liquid chromatography separation of enantiomers of mandelic acid and its analogs on a chiral stationary phase

The enantiomers of mandelic acid and its analogs have been chromatographically separated on a chiral stationary phase (CSP) derived from 4‐(3,5‐dinitrobenzamido) tetrahydrophenanthrene. The rationale of separations of these compounds is discussed with respect to the method development for determinin...

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Bibliographic Details
Published in:Chirality (New York, N.Y.) N.Y.), 2010-05, Vol.22 (5), p.479-485
Main Authors: Aneja, Ritu, Luthra, Pratibha Mehta, Ahuja, Satinder
Format: Article
Language:English
Subjects:
Analogs
chiral recognition
chiral stationary phase
Chirality
Chromatography
Chromatography, High Pressure Liquid - methods
Enantiomers
Liquid chromatography
mandelic acid
Mandelic Acids - chemistry
Mandelic Acids - isolation & purification
Recognition
Reproduction
Separation
Stereoisomerism
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Summary:The enantiomers of mandelic acid and its analogs have been chromatographically separated on a chiral stationary phase (CSP) derived from 4‐(3,5‐dinitrobenzamido) tetrahydrophenanthrene. The rationale of separations of these compounds is discussed with respect to the method development for determining enantiomeric purity and possibility of obtaining enantiomerically pure materials by high‐pressure liquid chromatography. The relationship of analyte structure to the extent of enantiomeric separation has been examined and separation factors (α) are presented for various groups of structurally related compounds. Chiral recognition models have been suggested to account for the observed separations. These models provide mechanistic insights into the chiral recognition process. Chirality 2010. © 2009 Wiley‐Liss, Inc.
ISSN:0899-0042
1520-636X
DOI:10.1002/chir.20767