Abstract

The direct resolution of the enantiomers of trans-3,4-dihydrodiol, trans-5,6-dihydrodiol, cis-5,6-dihydrodiol, trans-8,9-dihydrodiol, and 8,9,10,11-tetrahydro-trans-8,9-diol of 7,12-dimethylbenz(a)anthracene was evaluated by high-performance liquid chromatography using commercially available columns packed with (R)-N-(3,5-dinitrobenzoyl)phenylglycine and (S)-N-(3,5-dinitrobenzoyl)leucine either ionically or covalently bonded to ..gamma..-aminopropylsilanized silica. The enantiomers of all diol derivatives were resolved by one or more, but not all, of the chiral stationary phases tested. Resolution of enantiomers was confirmed by ultraviolet-visible absorption, mass, and circular dichroism spectral analyses.

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