Enantiomeric discrimination of pyrethroic acid esters on polysaccharide derived chiral stationary phases.
Enantiomeric separation of pyrethroic acid methyl and ethyl esters was examined on cellulose-based chiral stationary phases (CSPs): chiralcel OD (cellulose tris(3,5-dimethylphenyl carbamate)) and chiralcel OF (cellulose tris(4-chlorophenyl carbamate)). The good resolution of pyrethroic acid esters was achieved on chiralcel OD and OF. Separation factors ranged from 1.19-5.12 for Chiralcel OD and 1.00-1.59 for chiralcel OF. Hexane/2-propanol (100:0.15, v/v %) was used as the eluent. The resolution capability of CSPs was greater chiralcel OD than chiralcel OF in the case of the pyrethroic acid esters. The flow rate was 0.8 ml/min and detection was set at 230 nm. The results of the chromatographic data and molecular mechanics suggest that steric effect was a major factor in the enantioseparation. Furthermore, the hydrogen bond between analytes and CSP played an important role in the chiral recognition.
Kim
Byoung-Hyoun
BH
Analytical & Computational Science, Research Park, LG Chemical Ltd, Moonji-dong, Daejon, South Korea. bhkime@lgchem.com
Lee
Sang Uck
SU
Kim
Kun Tai
KT
Lee
Joo-Young
JY
Choi
Nak Hee
NH
Han
Young-Kyu
YK
Ok
Jong Hoa
JH
D006860:Hydrogen Bonding; D015394:Molecular Structure; D011134:Polysaccharides / Q000737:chemistry*; D011722:Pyrethrins / Q000737:chemistry*; D013237:Stereoisomerism
D011134:Polysaccharides; D011722:Pyrethrins