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Enantioselective and diastereoselective separation of synthetic pyrethroid insecticides on a novel chiral stationary phase by high‐performance liquid chromatography
Author(s) -
Tan Xulin,
Hou Shicong,
Wang Min
Publication year - 2007
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20423
Subject(s) - chemistry , enantiomer , enantioselective synthesis , chromatography , pyrethroid , high performance liquid chromatography , chiral column chromatography , chiral derivatizing agent , fenvalerate , organic chemistry , catalysis , pesticide , agronomy , biology
A novel chiral packing material for high‐performance liquid chromatography (HPLC) was prepared by connecting ( R )‐1‐phenyl‐2‐(4‐methylphenyl) ethylamine (PTE) amide derivative of ( S )‐isoleucine to aminopropyl silica gel through 2‐amino‐3,5‐dinitro‐1‐carboxamido‐benzene unit. This chiral stationary phase was applied to the enantioselective and diastereoselective separation of five pyrethroid insecticides by HPLC under normal phase condition. To achieve satisfactory baseline separation an optimization of the variables of mobile phase composition was required. The two enantiomers of fenpropathrin and four stereoisomers of fenvalerate were baseline separated using hexane‐1,2‐dichloroethane‐2‐propanol as mobile phase. The results show that the enantioselectivity of CSP is better than Pirkle type 1‐A column for these compounds. Only partial separations for the cypermethrin and cyfluthrin stereoisomers were observed. Seven peaks and eight peaks were observed for cypermethrin and cyfluthrin, respectively. The elution orders were assigned by using different stereoisomer‐enriched products. Chirality, 2007. © 2007 Wiley‐Liss, Inc.