Chromatographic enantioseparations of binaphthyl compounds on an immobilized polysaccharide-based chiral stationary phase.
Seven binaphthyl compounds were enantioseparated by HPLC with an immobilized polysaccharide-based chiral stationary phase, Chiralpak IA. The experiments were performed under normal-phase conditions. Effects of polar modifier and column temperature on the retention time and separation factor were evaluated. All examined compounds obtained complete resolutions. This was the unique one ever reported that 1,1'-bi-2-naphthol and its monoether, diether and diester derivatives could all be enantioseparated on a given CSP. Apparent thermodynamic parameters were also deduced from Van't Hoff plots, and some aspects of chiral recognition mechanism were discussed further.
Department of Chemistry and Environmental Science, Zhangzhou Normal University, Zhangzhou 363000, China. weng_wen@126.com
Wen
W
Weng
Hongxu
H
Guo
Fengping
F
Zhan
Hongli
H
Fang
Qingxiang
Q
Wang
Bixia
B
Yao
Shunxing
S
Li
D000433:1-Propanol / Q000737:chemistry; D000688:Amylose / Q000031:analogs & derivatives* / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D009284:Naphthols / Q000737:chemistry / Q000302:isolation & purification*; D048448:Phenylcarbamates / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism; D013696:Temperature; D013816:Thermodynamics
D009284:Naphthols; D048448:Phenylcarbamates; D012997:Solvents; C080033:Chiralpak AD; C412332:1,1'-bi-2-naphthol; D000688:Amylose; D000433:1-Propanol