Direct optical resolution of the enantiomers of biphenyl compounds by high-performance liquid chromatography on cellulose tris-(3,5-dimethylphenylcarbamate) stationary phase
Yq. Liu et al., Direct optical resolution of the enantiomers of biphenyl compounds by high-performance liquid chromatography on cellulose tris-(3,5-dimethylphenylcarbamate) stationary phase, ACT CHIM S, 58(11), 2000, pp. 1424-1428
A chiral stationary phase (CSP) was prepared by coating cellulose - tris(3,
5 - dimethylphenylcarbamate) onto aminopropylated spherical silica gel. Th
e enantioselective separation of a series of biphenyl compounds with antihe
patitis activity was achieved for the first time on the CSP, using the norm
al phase mode. The effects of temperature and concentration of ethanol in t
he mobile phase on the chiral separation were studied. The retention factor
s and separation factors for the enantiomers of all investigated compounds
decreased with increasing temperature or increasing ethanol concentration i
n the eluent. The natural logarithms of the separation factors (ln alpha) o
f the investigated compounds depended linearly on the reciprocal of tempera
ture (1/T). The thermodynamic parameters, such as the difference in enthalp
y Delta (DeltaH degrees), entropy Delta(DeltaS degrees) and Gibbs free ener
gy Delta(DeltaG degrees) for the transfer of analyte from the mobile phase
to the CSP were calculated.