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.
Zajc
Barbara
B
Faculty of Chemistry and Chemical Technology, University of Ljubljana, 1000 Ljubljana, Slovenia. barbaraz@sci.ccny.cuny.edu
Grahek
Rok
R
Kocijan
Andrej
A
Lakshman
Mahesh K
MK
Kosmrlj
Janez
J
Lah
Jure
J
D006842:Hydrocarbons, Brominated / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry; D007202:Indicators and Reagents; D008968:Molecular Conformation; D015394:Molecular Structure; D011134:Polysaccharides / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry*; D013237:Stereoisomerism
D006842:Hydrocarbons, Brominated; D006845:Hydrocarbons, Fluorinated; D007202:Indicators and Reagents; D011134:Polysaccharides; D011721:Pyrenes