Steric effects on the enantiodiscrimination of diproline chiral stationary phases in the resolution of racemic compounds.

Steric effects on the enantiodiscrimination of diproline chiral stationary phases in the resolution of racemic compounds.
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外消旋化合物拆分中二脯氨酸手性固定相对映异构体的空间效应。

DOI:
10.1016/j.chroma.2011.06.047
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发表时间:
2011
期刊:
Journal of chromatography. A
影响因子:
--
通讯作者:
Li,Tingyu
Li,Tingyu
中科院分区:
--
文献类型:
--
作者:
Dai,Zhi;Ye,Guozhong;PittmanJr,CharlesU;Li,Tingyu

文献摘要

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Eight diproline chiral stationary phases with different end-capping groups were prepared and evaluated for the enantio-selective resolution of 41 racemic analytes. The end-capping group on the N-terminal of the peptide proved to be important as the chiral separation efficiency was decreased significantly without it. In general, increasing steric bulkiness near the N-terminal of diproline increases the enantioselectivity. Electronic structures of the end-capping groups are also important. One stationary phase with an adamantanecarbonyl capping group was found to provide both higher average separation and resolution factors than our previous leader. Three other stationary phases with 2-methylpropanoyl, cyclopropanecarbonyl and cyclobutanecarbonyl end capping groups were found to provide comparable average separation factor but higher resolution factors than our previous leader.