Chiral High-Pressure Liquid Chromatographic Stationary Phases. 3. General Resolution of Arylalkylcarbinols

Article abstract of DOI:10.1021/jo00327a019

Enantiomers of arylalkylcarbinols (1) may be separated by chromatography upon a stationary phase comprised of chiral N-(3,5-dinitrobenzoyl)phenylglycine ionically bonded to γ-aminopropyl silanized silica.The order of elution of the enantiomers is related to the absolute configuration by a chiral recognition model.Hence, absolute configurations as well as enantiomeric purity can be conveniently determined on as little as nanogram quantities of carbinol.Alternatively, preparative separations can be performed upon the chiral phase, the scale being dictated by the column size.A convenient in situ method for preparation of efficient high-pressure liquid chromatography (HPLC) columns of this type is described.