Chiral selector with multiple hydrogen-bonding sites in a macrocyclic cavity.
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.
Ema
Tadashi
T
Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima, Okayama, Japan. ema@cc.okayama-u.ac.jp
Tanida
Daisuke
D
Sugita
Kyoko
K
Sakai
Takashi
T
Miyazawa
Ken-ichiro
K
Ohnishi
Atsushi
A
D001573:Benzoin / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D006860:Hydrogen Bonding; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D047028:Macrocyclic Compounds; D001573:Benzoin