Two enantiomers of various 2-hydroxy acid esters have been resolved as the 3,5-dinitrophenyl carbamates on chiral stationary phases (CSPs) derived from ${alpha}-arylalkylamines.$ Two CSPs, each of which contains the same type of chiral moiety, but shows different mode of connection to a silica support, have been found to show the contrasting resolution behaviors. From the contrasting resolution behaviours of two CSPs used in this study, two competing chiral recognition mechanisms are proposed.