Three new chiral stationary phases （CSPs） for high-performance liquid chromatography were prepared from R-（3,3＇-halogen substituted-1,1＇-binaphthyl）-20-crown-6 （halogen=C1, Br and I ）. The experimental results...Three new chiral stationary phases （CSPs） for high-performance liquid chromatography were prepared from R-（3,3＇-halogen substituted-1,1＇-binaphthyl）-20-crown-6 （halogen=C1, Br and I ）. The experimental results showed that R-（3,3＇-dibromo-l,l＇-binaphthyl）-20-crown-6 （CSP-1） possesses more prominent enantioselectivity than the two other halogen-substituted crown ether derivatives. All twenty-one a-amino acids have different degrees of sep- aration on R-（3,3＇-dibromo-l,l＇-binaphthyl）-20-crown-6-based CSP-1 at room temperature. The enantioselectivity of CSP-1 is also better than those of some commercial R-（1, 1＇-binaphthyl）-20-crown-6 derivatives. Both the separa- tion factors （a） and the resolution （Rs） are better than those of commercial crown ether-based CSPs [CROWNPAK CR（＋） from Daicel] under the same conditions for asparagine, threonine, proline, arginine, serine, histidine and va- line, which cannot be separated by commercial CR（＋）. This study proves the commercial usefulness of the R-（3,3＇-dibromo- 1, 1＇-binaphthyl）-20-crown-6 chiral stationary phase.展开更多
基金This work was supported by the National Natural Science Foundation of China （Nos. 21675141, 21165022）.
文摘Three new chiral stationary phases （CSPs） for high-performance liquid chromatography were prepared from R-（3,3＇-halogen substituted-1,1＇-binaphthyl）-20-crown-6 （halogen=C1, Br and I ）. The experimental results showed that R-（3,3＇-dibromo-l,l＇-binaphthyl）-20-crown-6 （CSP-1） possesses more prominent enantioselectivity than the two other halogen-substituted crown ether derivatives. All twenty-one a-amino acids have different degrees of sep- aration on R-（3,3＇-dibromo-l,l＇-binaphthyl）-20-crown-6-based CSP-1 at room temperature. The enantioselectivity of CSP-1 is also better than those of some commercial R-（1, 1＇-binaphthyl）-20-crown-6 derivatives. Both the separa- tion factors （a） and the resolution （Rs） are better than those of commercial crown ether-based CSPs [CROWNPAK CR（＋） from Daicel] under the same conditions for asparagine, threonine, proline, arginine, serine, histidine and va- line, which cannot be separated by commercial CR（＋）. This study proves the commercial usefulness of the R-（3,3＇-dibromo- 1, 1＇-binaphthyl）-20-crown-6 chiral stationary phase.
