Abstract：In this paper, the separation of 1-(α-aminobenzyl)-2-naphthol, 1-(α-benzylaminobenzyl)-2-naphthol and 1-(α-piperidylbenzyl)-2-naphthol is studied on two chiral columns-Chiralcel OD-H and (R,R)-Whelk-O1 chiral columns. The influence of the structures on the chiral separation is investigated. The influence of the mobile phase composition including the concentration and type of the alcohol modifiers and the basic additive in hexane, the separation factor (α) and the resolution (Rs) are studied. Then the two different chiral recognition mechanisms are discussed and compared. 1-(α-aminobenzyl)-2-naphthol and 1-(α-benzylaminobenzyl)-2-naphthol and 1-(α-piperidylbenzyl)-2-naphthol can be baseline separated on chiralcel OD-H using hexane-iso-propanol (95:5, v/v) as eluent under a flow rate of 0.5 mL·min－1 at 25 °C. On (R,R)-Whelk-O1, the attractive interactions between CSP and solute are the key factor for retention and chiral recognition, on chiralcel OD-H, the steric fit of solute into the chiral cavity maybe the predominant factor for the chiral recognition of 1-(α-benzylaminobenzyl)-2-naphthol and 1-(α-piperidylbenzyl)-2-naphthol.
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2020, Vol. 47 
