Chromatographic separation of phenylpropanol enantiomers on a quinidine carbamate-type chiral stationary phase

Journal Article · Fri Jul 01 00:00:00 EDT 2005 · Journal of Chromatography A

DOI:https://doi.org/10.1016/j.chroma.2005.07.006· OSTI ID:989568

Asnin, Leonid ^[1]; Guiochon, Georges A ^[2]

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1. University of Tennessee, Knoxville (UTK)
2. ORNL

The retention and the separation of the enantiomers of 1-phenylpropanol (1PP), 2-phenylpropanol (2PP), and 3-chloro-1-phenylpropanol (3CPP) on silica-bonded quinidine carbamate under normal phase HPLC conditions were investigated. A relatively high selectivity of the stationary phase for 3CPP and 1PP ({alpha} {approx} 1.07-1.09) was achieved with eluents containing ethyl acetate as the polar modifier. These mobile phases were examined in detail. Based on the set of chromatographic and thermodynamic data collected, conclusions regarding the mechanism of enantioselectivity and the structure of the selector chiral center are made.

• Research Organization: Oak Ridge National Laboratory (ORNL)
• Sponsoring Organization: SC USDOE - Office of Science (SC)
• DOE Contract Number: AC05-00OR22725
• OSTI ID: 989568
• Journal Information: Journal of Chromatography A, Journal Name: Journal of Chromatography A Journal Issue: 2005 Vol. 1091; ISSN 0021-9673
• Country of Publication: United States
• Language: English

Related Subjects

1-phenylpropanol
2-phenylpropanol
3-chloro-1-phenylpropanol
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
ENANTIOMORPHS
HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY
HPLC
PROPANOLS
THERMODYNAMICS
compensation effect
enantioseparation
quinidine carbamate