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手性光学开关:在传感和催化中的应用。

Chiroptical switches: applications in sensing and catalysis.

机构信息

Department of Chemistry and Physical Sciences, Pace University, 1 Pace Plaza, New York, NY 10038, USA.

出版信息

Molecules. 2012 Jan 31;17(2):1247-77. doi: 10.3390/molecules17021247.

Abstract

Chiroptical switches have found application in the detection of a multitude of different analytes with a high level of sensitivity and in asymmetric catalysis to offer switchable stereoselectivity. A wide range of scaffolds have been employed that respond to metals, small molecules, anions and other analytes. Not only have chiroptical systems been used to detect the presence of analytes, but also other properties such as oxidation state and other physical phenomena that influence helicity and conformation of molecules and materials. Moreover, the tunable responses of many such chiroptical switches enable them to be used in the controlled production of either enantiomer or diastereomer at will in many important organic reactions from a single chiral catalyst through selective use of a low-cost inducer: Co-catalysts (guests), metal ions, counter ions or anions, redox agents or electrochemical potential, solvents, mechanical forces, temperature or electromagnetic radiation.

摘要

手性光学开关已被广泛应用于检测多种不同的分析物,具有高灵敏度和不对称催化作用,可提供可切换的立体选择性。已经采用了广泛的支架来响应金属、小分子、阴离子和其他分析物。手性光学系统不仅用于检测分析物的存在,还用于检测其他性质,如氧化态和其他影响分子和材料螺旋性和构象的物理现象。此外,许多手性光学开关的可调响应使它们能够在许多重要的有机反应中从单个手性催化剂中通过选择性使用低成本诱导剂来控制生产对映异构体或非对映异构体:共催化剂(客体)、金属离子、抗衡离子或阴离子、氧化还原试剂或电化学势、溶剂、机械力、温度或电磁辐射。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e053/6268225/9a5aede8bebb/molecules-17-01247-g001.jpg

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