title: Enantiomeric discrimination of pyrethroic acid esters on polysaccharide derived chiral stationary phases.
abstract: 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.
authors.affiliation: Analytical & Computational Science, Research Park, LG Chemical Ltd, Moonji-dong, Daejon, South Korea. bhkime@lgchem.com
authors.forename: Byoung-Hyoun
authors.initials: BH
authors.lastname: Kim
authors.forename: Sang Uck
authors.initials: SU
authors.lastname: Lee
authors.forename: Kun Tai
authors.initials: KT
authors.lastname: Kim
authors.forename: Joo-Young
authors.initials: JY
authors.lastname: Lee
authors.forename: Nak Hee
authors.initials: NH
authors.lastname: Choi
authors.forename: Young-Kyu
authors.initials: YK
authors.lastname: Han
authors.forename: Jong Hoa
authors.initials: JH
authors.lastname: Ok
mesh_terms: D006860:Hydrogen Bonding; D015394:Molecular Structure; D011134:Polysaccharides / Q000737:chemistry*; D011722:Pyrethrins / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D011134:Polysaccharides; D011722:Pyrethrins