Enantiomer separation has been often realized with reversed phase liquid ch
romatography using diastereomerizing reagents with simply-hydrophobized sil
ica. The present study demonstrates that diastereomer selectivity can be en
hanced through highly-oriented organic phase produced by achiral poly(octad
ecyl acrylate)-grafted on silica and a carbonyl-pi interaction due to the a
crylate moiety is effective as the driving force for the selectivity enhanc
ement.