T. Ogawa et Y. Ohtsu, CHARACTERIZATION OF PACKING MATERIALS FOR ENANTIOMER SEPARATION BASEDON SPHERICAL CLAY, Nippon kagaku kaishi, (3), 1997, pp. 201-206
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.