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Widening the Scope of “Inherently Chiral” Electrodes: Enantiodiscrimination of Chiral Electroactive Probes with Planar Stereogenicity
ChemElectroChem ( IF 4 ) Pub Date : 2020-06-16 , DOI: 10.1002/celc.202000657
Sara Grecchi 1 , Serena Arnaboldi 1 , Marcus Korb 2 , Roberto Cirilli 3 , Silvia Araneo 1 , Vittoria Guglielmi 1 , Giorgio Tomboni 1 , Mirko Magni 1 , Tiziana Benincori 4 , Heinrich Lang 5 , Patrizia R. Mussini 1
Affiliation  

A series of planar‐stereogenicity ferrocenes, important as chiral promoters in enantioselective catalysis, is characterized in terms of relationships between structure and electronic properties. The enantiomers of six selected model cases are then successfully discriminated in voltammetry experiments on electrodes modified with electrodeposited inherently chiral oligomer films, in terms of significant potential differences, specular inverting probe or selector configuration. Small substituent changes do not alter the enantiomer peak sequence, but result in significant modulation of peak potential differences, which appear consistent with the availability of chiral/selector matching elements. The present stereogenic plane case, combined with former ones involving stereogenic centers, axes, and/or helices, shows that the inherent chirality strategy in electroanalysis can be effective with all four rigid stereogenic elements.

中文翻译:

扩大“固有手性”电极的范围:具有平面立体异构性的手性电活性探针的对映歧化

一系列平面立体致二茂铁在结构和电子性质之间的关系方面具有重要特征,在对映选择性催化中作为手性促进剂很重要。然后,在显着的电势差,镜面反转探针或选择器配置方面,在通过电沉积的固有手性低聚物薄膜修饰的电极上的伏安实验中,成功区分了六个选定模型案例的对映异构体。较小的取代基变化不会改变对映异构体的峰序列,但会导致峰电位差的显着调节,这似乎与手性/选择物匹配元素的可用性相符。当前的立体定位平面案例,与涉及立体定位中心,轴和/或螺旋的以前的案例相结合,
更新日期:2020-08-17
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