A Green and Wide-Scope Approach for Chiroptical Sensing of Cryptochiral Molecules through Biomimetic Recognition in Water.,Angewandte Chemie International Edition

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A Green and Wide-Scope Approach for Chiroptical Sensing of Cryptochiral Molecules through Biomimetic Recognition in Water.
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2020-09-09 , DOI: 10.1002/anie.202011566
Li-Li Wang ₁ , Mao Quan ₁ , Ti-Long Yang ₁ , Zhao Chen ₁ , Wei Jiang ₁

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Optical chirality sensing has attracted a lot of interest due to its potential in high‐throughput screening in chirality analysis. A molecular sensor is required to convert the chirality of analytes into optical signals. Although many molecular sensors have been reported, sensors with wide substrate scope remain to be developed. Herein, we report that the amide naphthotube‐based chirality sensors have an unprecedented wide scope for chiroptical sensing of organic molecules. The substrates include, but are not limited to common organic products in asymmetric catalysis, chiral molecules with inert groups or remote functional groups from their chiral centers, natural products and their derivatives, and chiral drugs. The effective chirality sensing is based on biomimetic recognition in water and on effective chirality transfer through guest‐induced formation of a chiral conformation of the sensors. Furthermore, the sensors can be used in real‐time monitoring on reaction kinetics in water and in determining absolute configurations and ee values of the products in asymmetric catalysis.

中文翻译：

通过在水中的仿生识别对隐性手性分子进行手足感觉的绿色和宽范围方法。

光学手性传感技术因其在手性分析中进行高通量筛选的潜力而备受关注。需要分子传感器将分析物的手性转化为光信号。尽管已经报道了许多分子传感器，但是具有广泛的底物范围的传感器仍有待开发。在本文中，我们报道了基于酰胺萘管的手性传感器对于有机分子的手性传感具有空前的广泛范围。底物包括但不限于在不对称催化中的常见有机产物，具有惰性基团或远离其手性中心的官能团的手性分子，天然产物及其衍生物以及手性药物。有效的手性感应是基于水中的仿生识别，以及通过客体诱导的传感器手性构象形成的有效手性传递。此外，这些传感器可用于实时监测水中的反应动力学，并确定绝对构型和在不对称催化下产物的ee值。

更新日期：2020-09-09

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