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利用可见光区域的圆二色性诱导对手性羧酸对映体进行分子传感

Molecular Sensing of Chiral Carboxylic Acid Enantiomers Using CD Inductions in the Visible Light Region.

作者信息

Formen Jeffrey S S K, Nelson Eryn, Wolf Christian

机构信息

Chemistry Department, Georgetown University, Washington, D.C. 20057, United States.

出版信息

J Org Chem. 2025 Jan 17;90(2):994-1000. doi: 10.1021/acs.joc.4c02055. Epub 2025 Jan 2.

Abstract

The reaction between a chiral carboxylic acid molecule and 1,1'-bis(diphenylphosphino)ferrocenepalladium dichloride in the presence of a mild base generates a chiroptically active metal complex displaying strong circular dichroism (CD) signals in the visible light region, a highly sought-after goal in the optical sensing realm. The molecular recognition process is complete within a few minutes and can be used for fast chiroptical determination of the enantiomeric composition and concentration of carboxylic acid samples. This method is operationally simple and broadly applicable to a large variety of structures including important drugs, natural products, amino acids, and hydroxy acids. All components needed are commercially available, and this optical sensing assay can be readily adapted by any laboratory interested in chirality analysis and high-throughput experimentation.

摘要

在温和碱存在的情况下,手性羧酸分子与二氯双(二苯基膦基)二茂铁钯之间的反应会生成一种在手性光学上具有活性的金属配合物,该配合物在可见光区域显示出强烈的圆二色性(CD)信号,这是光学传感领域一个备受追捧的目标。分子识别过程在几分钟内即可完成,可用于快速手性光学测定羧酸样品的对映体组成和浓度。该方法操作简单,广泛适用于多种结构,包括重要药物、天然产物、氨基酸和羟基酸。所需的所有组分均可从商业渠道获得,任何对手性分析和高通量实验感兴趣的实验室都可轻松采用这种光学传感测定方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b30a/11744787/eed0ad2ed8d0/jo4c02055_0001.jpg

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