Circular dichroism of multi-component assemblies for chiral amine recognition and rapid ee determination

Circular dichroism of multi-component assemblies for chiral amine recognition and rapid ee determination
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DOI:
10.1039/c1sc00496d
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发表时间:
2012-01-01
期刊:
影响因子:
8.4
通讯作者:
Bull, Steven D.
Bull, Steven D.
中科院分区:
化学1区
文献类型:
--
作者:
Metola, Pedro;Anslyn, Eric V.;Bull, Steven D.

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将手性胺、对映体纯联苯酚和邻甲酰基苯基硼酸混合后,这三种组分有效、快速地组装成手性主客体结构,为胺的每种对映体产生独特的圆二色性信号。采用 BINOL 和两种衍生物创建一系列受体,通过主成分分析和线性判别分析处理由几种非手性伯胺产生的 CD 信号,以对所研究的胺进行令人满意的区分。该系统不仅能够化学选择性和对映选择性区分分析物,而且还可以快速测定手性胺
Upon mixing a chiral amine, enantiopure BINOL, and o-formyl phenyl boronic acid, the three components assemble efficiently and rapidly into chiral host-guest structures that produce distinct circular dichroism signals for each enantiomer of the amine. Employing BINOL and two derivatives to create an array of receptors, the CD signals resulting from several a-chiral primary amines were processed by principal component analysis and linear discriminant analysis to give satisfactory discrimination of the amines studied. Not only was the system able to differentiate the analytes chemoselectively and enantioselectively, but it also allowed for the rapid determination of chiral amine