Synthesis of a novel cyclodextrin-derived chiral stationary phase with multiple urea linkages and enantioseparation toward chiral osmabenzene complex

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	Synthesis of a novel cyclodextrin-derived chiral stationary phase with multiple urea linkages and enantioseparation toward chiral osmabenzene complex
	Lin, Chun ; Liu, Wenna ; Fan, Jun ; Wang, Yuekui ; Zheng, Shengrun ; Lin, Ran ; Zhang, Hui ; Zhang, Weiguang ; Zhang H(章慧)
刊名	http://dx.doi.org/10.1016/j.chroma.2013.01.087
	2013
关键词	PERFORMANCE LIQUID-CHROMATOGRAPHY BETA-CYCLODEXTRIN ENANTIOMER SEPARATION THEORETICAL-ANALYSIS CLICK CHEMISTRY SILICA-GEL DERIVATIVES HPLC METALLABENZENES RESOLUTION
英文摘要	Natural Science Foundation of China [21171059, 21003053, 20673069, 21273175, 20773098, 21273139]; Science and Technology Department of Guangdong [2010B050300021, 2011B010400023]; A novel chiral stationary phase was synthesized by immobilizing heptakis(6-azido-6-deoxy-2,3-di-O-p-chlorophenylcarbamoylated)-beta-cyclodextrin onto silica gel surface via Staudinger reaction, and applied in enantiomeric separation of a pair of osmabenzene complexes, {Os[CHC(PPh3)CHC(PPh3)CH](C9H6NO)(2)}Cl (1), which is the first report for enantioseparation of the chiral-only-at-metal osmabenzene complex till now. The effects of separation conditions including salt additives, organic modifiers, pH values, and column temperature on the retention and resolution of the complex have been investigated in detail. Meanwhile, possible chiral recognition mechanism was presented. Chiral complex 1 was well resolved via semi-preparative chiral HPLC technique under optimization conditions and two pure enantiomers were further characterized by analytical HPLC, NMR spectra and solution circular dichroism (CD) spectra, respectively. Furthermore, absolute configuration of the enantiomer was confirmed by theoretical investigation of CD spectra. (c) 2013 Elsevier B.V. All rights reserved.
语种	英语
出版者	ELSEVIER SCIENCE BV
内容类型	期刊论文
源URL	[http://dspace.xmu.edu.cn/handle/2288/89089]
专题	化学化工－已发表论文
推荐引用方式 GB/T 7714	Lin, Chun,Liu, Wenna,Fan, Jun,et al. Synthesis of a novel cyclodextrin-derived chiral stationary phase with multiple urea linkages and enantioseparation toward chiral osmabenzene complex[J]. http://dx.doi.org/10.1016/j.chroma.2013.01.087,2013.
APA	Lin, Chun.,Liu, Wenna.,Fan, Jun.,Wang, Yuekui.,Zheng, Shengrun.,...&章慧.(2013).Synthesis of a novel cyclodextrin-derived chiral stationary phase with multiple urea linkages and enantioseparation toward chiral osmabenzene complex.http://dx.doi.org/10.1016/j.chroma.2013.01.087.
MLA	Lin, Chun,et al."Synthesis of a novel cyclodextrin-derived chiral stationary phase with multiple urea linkages and enantioseparation toward chiral osmabenzene complex".http://dx.doi.org/10.1016/j.chroma.2013.01.087 (2013).