ENANTIOMERIC RESOLUTION OF AXIALLY CHIRAL COMPOUNDS AND INTERCONVERTIBLE ENANTIOMERS BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY

Racemic benzylidene cyclohexane derivatives and related compounds were successfully resolved into their enantiomers by HPLC using cellulose and amylose stationary phases. The effect of polar modifiers in the mo bile phase on optical resolution on Chiralcel OD-H was studied. Hexane alone as the eluent provided excellent results in many cases; additio n of small amounts of alcohols reduced the efficiency drastically. The influence of structural differences of interconvertible enantiomers o n the chromatographic resolution was studied.