Evaluation of the Enantiomeric Resolution of 7,8-Dihydroxy-7,8-dihydrobenzo[a]- pyrene and Its 6-Fluoro and 6-Bromo Derivatives on Polysaccharide-Derived Stationary Phases

The enantiomeric resolution and the elution order of (±)-trans-7,8-dihydrodiols of benzo[a]pyrene and its 6-fluoro and 6-bromo derivatives were analyzed on three polysaccharide-based columns:  Daicel Chiralcel CA-I (cellulose triacetate), OF, and OG [cellulose tris(4-chloro- and 4-methylphenylcarbamate)]. For comparison, the separation of (±)-1,1‘-bi-2-naphthol was evaluated on the OG and OF columns. Possibly similar interactions of (S)-1,1‘-bi-2-naphthol and (7S,8S)-isomers of 6-halo-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene with the chiral sorbent are suggested.