Enantiomeric separations of halogen-substituted 2-aryloxypropionic acids by high-performance liquid chromatography on a terguride-based chiral stationary phase

Abstract A number of racemic halogen-substituted 2-aryloxypropionic acids, most of which have not yet been resolved, were examined by HPLC on an ergot alkaloid-based chiral stationary phase (CSP). baseline enantiomeric separations were obtained with a selectivity factor (α) within the range 1.06–1.7, thus showing the suitability of this CSP for resolving these compounds in optical purity control of formulations, in stereochemical studies as well as in transformation processes in soil and vegetable tissues. Furthermore, a semipreparative-scale separation of 2-(2,4,5-trichlorophenoxy)propionic acid (Fenoprop) enantiomers was carried out on a 250×7.8 mm I.D. column, yielding approximately 1.0 mg of each enantiomer in a single chromatographic run, with a recovery of 88% and optical purity greater than 99%.

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