Synthesis and evaluation of a copolymeric chiral stationary phase

Synthesis and evaluation of a copolymeric chiral stationary phase
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DOI:
10.1016/s0021-9673(97)01063-7
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发表时间:
1998-03-13
影响因子:
4.1
通讯作者:
Pirkle, WH
Pirkle, WH
中科院分区:
化学2区
文献类型:
--
作者:
Wolf, C;Pirkle, WH

文献摘要

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将4-(3,5-dinitrobenzamido)-3-propyl-1,2,3,4-tetrahydrophenanthrene的对映体二烯丙基衍生物与双官能团低聚甲基氢硅氧烷进行硅氢化反应,合成了一种基于广泛应用的手性选择剂的共聚物。线型共聚物具有交替的选择器-低聚物单元,提供了定义良好的链。手性单元之间的间距由低甲基氢硅氧烷单元的长度控制。这种新型手性固定相与刷型和侧链修饰的聚硅氧烷类似物相比,表现出更好的层析性能,高效液体和超临界流体色谱的数据证明了这一点。共聚CSP在低温条件下提供了更高的对映体选择性,而在这些条件下,在最佳流速下几乎没有损失层析效率。(C)1998年爱思唯尔科学公司。
A copolymer based on a broadly applicable chiral selector has been synthesized by hydrosilylation of an enantiopure diallyl derivative of 4-(3,5-dinitrobenzamido)-3-propyl-1,2,3,4-tetrahydrophenanthrene with a difunctional oligomethylhydrosiloxane. The linear copolymer has alternating selector-oligomer units, providing a well-defined strand. The spacing between the chiral units is controlled by the length of the oligomethylhydrosiloxane units. This new chiral stationary phase shows improved chromatographic performance relative to its brush-type and sidechain-modified polysiloxane analogs, as evidenced by data obtained by high-performance liquid and supercritical fluid chromatography. The copolymeric CSP affords increased enantioselectivity under cryogenic conditions and loses little chromatographic efficiency at optimized flow-rates under these conditions. (C) 1998 Elsevier Science B.V.