title: Search for improved fluorinated stationary phases for separation of fluorine-containing pharmaceuticals from their desfluoro analogs.
abstract: Evaluation of a several fluorine-containing stationary phases for the chromatographic separation of fluorine-containing pharmaceuticals from their corresponding desfluoro analogs revealed a number of perfluoroaryl and perfluoroalky stationary phases that afford good separations. These fluorous stationary phases exhibit greater retention for the fluorine-containing compounds relative to the H-containing analogs, consistent with a fluorophilic retention mechanism. While both perfluoroalkyl and perfluoroaryl stationary phases afford adequate resolution, the perfluoroaryl columns generally exhibit superior separation factor (α) and peak efficiency (N), resulting in faster baseline separations, with the Hypersil Gold PFP and Poroshell 120 PFP columns providing the best overall performance for the test group studied.
authors.affiliation: Department of Process & Analytical Chemistry, Merck Research Laboratories, Rahway, NJ 07065, USA. Electronic address: erik.regalado@merck.com.
authors.forename: Erik L
authors.initials: EL
authors.lastname: Regalado
authors.affiliation: Department of Process & Analytical Chemistry, Merck Research Laboratories, Rahway, NJ 07065, USA.
authors.forename: Alexey A
authors.initials: AA
authors.lastname: Makarov
authors.affiliation: Automated Synthesis & Purifications, Merck Research Laboratories, West Point, PA, USA.
authors.forename: Ray
authors.initials: R
authors.lastname: McClain
authors.affiliation: ES Industries, Inc., West Berlin, NJ, USA.
authors.forename: Matthew
authors.initials: M
authors.lastname: Przybyciel
authors.affiliation: Department of Process & Analytical Chemistry, Merck Research Laboratories, Rahway, NJ 07065, USA. Electronic address: christopher_welch@merck.com.
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Welch
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation; D025924:Chromatography, Supercritical Fluid / Q000295:instrumentation; D005461:Fluorine; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D004364:Pharmaceutical Preparations / Q000302:isolation & purification*
chemical_list: D006845:Hydrocarbons, Fluorinated; D004364:Pharmaceutical Preparations; D005461:Fluorine
keywords: Desfluorinated impurities; Fluorine-containing drugs; Fluorous stationary phases; Pentafluorophenyl