Evaluation of "click" binaphthyl chiral stationary phases by liquid chromatography
Yu, Hui1; Yin, Chenghua1; Jia, Cunyu1; Jin, Yu1; Ke, Yanxiong1; Liang, Xinmiao2
刊名chirality
2012-05-01
卷号24期号:5页码:391-399
关键词chiral stationary phases click chemistry binaphthyl p-p interaction thermodynamic parameters
英文摘要two click binaphthyl chiral stationary phases were synthesized and evaluated by liquid chromatography. their structures incorporate s-(-)-1,1'-binaphthyl moiety as the chiral selector and 1,2,3-triazole ring as the spacer. these chiral stationary phases (csps) allowed the efficient resolution for a wide range of racemic binol derivatives, particularly for nonpolar diether derivatives and 3-phenyl indolin-2-one analogs. the chromatographic data showed that the pp interaction was crucial for enantiorecognition of these csps. loss of enantioselectivity observed on csp3, which are lacking the triazole ring linkage, indicated that the triazole ring linkage took part in the enantioseparation process, although it was remote from the chiral selector of the csp. the substitution of the phenyl group at 6 and 6' positions can significantly improve the separation ability of the csp. the chiral recognition mechanism was also investigated by tracking the elution orders and studying the thermodynamic parameters. chirality 24:391399, 2012. copyright (c) 2012 wiley periodicals, inc.
WOS标题词science & technology ; life sciences & biomedicine ; physical sciences
类目[WOS]chemistry, medicinal ; chemistry, analytical ; chemistry, organic ; pharmacology & pharmacy
研究领域[WOS]pharmacology & pharmacy ; chemistry
关键词[WOS]silica-gel ; efficient resolution ; acid-derivatives ; enantioseparation ; separation ; enantiomers ; recognition ; temperature ; mechanism ; binol
收录类别SCI
语种英语
WOS记录号WOS:000303237200006
公开日期2015-11-17
内容类型期刊论文
源URL[http://159.226.238.44/handle/321008/143073]  
专题大连化学物理研究所_中国科学院大连化学物理研究所
作者单位1.E China Univ Sci & Technol, Sch Pharm, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian, Peoples R China
推荐引用方式
GB/T 7714
Yu, Hui,Yin, Chenghua,Jia, Cunyu,et al. Evaluation of "click" binaphthyl chiral stationary phases by liquid chromatography[J]. chirality,2012,24(5):391-399.
APA Yu, Hui,Yin, Chenghua,Jia, Cunyu,Jin, Yu,Ke, Yanxiong,&Liang, Xinmiao.(2012).Evaluation of "click" binaphthyl chiral stationary phases by liquid chromatography.chirality,24(5),391-399.
MLA Yu, Hui,et al."Evaluation of "click" binaphthyl chiral stationary phases by liquid chromatography".chirality 24.5(2012):391-399.
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