CHARACTERIZATION OF PACKING MATERIALS FOR ENANTIOMER SEPARATION BASEDON SPHERICAL CLAY

Optical resolution was accomplished by HPLC on a column packed with an ion exchange adduct of spherical clay and an optically active metal c omplex [Delta-tris(1,10-phenanthroline)ruthenium(II)]. Sixty-four chir al compounds out of 112 tested were optically separated with high reso lution by using the column (RU-1) under several conditions. This chira l column is expected to be widely applicable to various samples for op tical resolution. We prepared a column (RU-N) packed with an ion-excha nge adduct of cation exchange packing materials (Nucleosil 100-5SA, Ma cherey Nagel Co.) and the optically active metal complex. RU-N was use d to separate enantiomers of only 1,1'-bi-2-naphthol. The gap between RU-1 and RU-N had been studied. Retention behaviors of polyaromatic hy drocarbons on those columns indicate that the stationary phase of RU-1 has strong pi-electron interaction with these compounds but that of R U-N was weak. Retention behaviors of triphenylene (a planar molecule) and o-terphenyl (a nonplanar molecule) on those columns indicate the p lanar recognization of RU-1 was superior to that of RU-N. These were c onsidered to arise from structural specificity of the optically active metal complex between the clay sheets.