A Mechanistic Evaluation for the Resolution of Enantiomers of α-Arylpropionic Acid Derivatives on π-Basic Chiral Stationary Phases

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Abstract
A chiral recognition mechanism involving face to edge π-π interaction for the separation of the two enantiomers of the 3,5-dinitroanilide derivatives of nonsteroidal anti-inflammatory drugs(NSAIDs) on chiral stationary phase(CSP) 1 has been proposed. The inverse chromatographic resolution trends observed in resolving the two enantiomers of the 3,5-dinitroanilide derivatives of α-phenylalkanoic acids and α-(p-alkylphenyl)propionic acids on CSP 1 and 2 may support the postulated chiral recognition mechanism.