1. Chiral selector with multiple hydrogen-bonding sites in a macrocyclic cavity
- Author
-
Ken Ichiro Miyazawa, Atsushi Ohnishi, Tadashi Ema, Takashi Sakai, Kyoko Sugita, and Daisuke Tanida
- Subjects
Macrocyclic Compounds ,Resolution (mass spectrometry) ,Molecular Structure ,Hydrogen bond ,Silica gel ,Organic Chemistry ,Hydrogen Bonding ,Stereoisomerism ,Biochemistry ,Acceptor ,chemistry.chemical_compound ,Benzoin ,chemistry ,Covalent bond ,Phase (matter) ,Polymer chemistry ,Organic chemistry ,Physical and Theoretical Chemistry ,Enantiomer ,Chromatography, High Pressure Liquid - Abstract
Chiral macrocycles with the hydrogen bond donor/acceptor sites in the cavity were synthesized and covalently bonded to silica gel to give chiral stationary phases (CSPs), which showed excellent abilities to resolve various chiral compounds, such as benzoin and Co(acac)3, in HPLC. Various organic solvents could be used as the mobile phase to optimize the resolution efficiency of CSPs, and in some cases, even MeCN, MeOH, and CO(2) could be used for the complete resolution of enantiomers.
- Published
- 2008