Abstract
Optical resolution was accomplished by HPLC on a column packed with an ion exchange adduct of spherical clay and an optically active metal complex [δ -tris (1, 10-phenanthroline) ruthenium ( II ) ]. Sixty-four chiral compounds out of 112 tested were optically separated with high resolution by using the column (RU-1) under several conditions. This chiral column is expected to be widely applicable to various samples for optical resolution.
We prepared a column (R U-N) packed with an ion-exchange adduct of cation exchange packing materials (Nucleosil 100-5SA, Macherey Nagel Co. ) and the optically active metal complex. RU-N was used 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 hydrocarbons on those columns indicate that the stationary phase of RU-1 has strong 7r-electron interaction with these compounds but that of RU-N was weak. Retention behaviors of triphenylene (a planar molecule) and o-terphenyl (a nonplanar molecule) on those columns indicate the planar recognization of RU-1 was superior to that of RU-N. These were considered to arise from structural specificity of the optically active metal complex between the clay sheets.
