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A Self‐Assembled Cage for Wide‐Scope Chiral Recognition in Water

Guangcheng Wu, Yi-Xin Chen, Shuai Fang, Tong Lu, Libo Shen, Chenqi Ge, Yuanjiang Pan, Xiangli Shi, Hao Li

2021Angewandte Chemie International Edition70 citationsDOI

Abstract

cations and four trisacylhydrazone ligands. The robust nature of the hydrazone bond renders the cage stable in water, where it can take advantage of the hydrophobic effect for host-guest recognition. In addition to the internal binding site, namely, the inner cavity, the octahedral cage possesses four "windows", each of which represents an external binding site allowing peripheral complexation. These internal and external binding sites endow the cage with the capability to bind a broad range of guests whose sizes could either be smaller than or exceed the volume of the cage's inner cavity. Upon accommodation of a chiral guest, one of the two cage enantiomers becomes more favored than the other, producing circular-dichroism (CD) signals. The CD signal intensity of the cage is observed to be proportional to the ee value of the chiral guest, allowing a quantitative determination of the latter.

Topics & Concepts

CageScope (computer science)John CageChemistryComputer scienceNanotechnologyMaterials scienceEngineeringArtStructural engineeringArt historyProgramming languagePerformance artSupramolecular Chemistry and ComplexesMolecular Sensors and Ion DetectionSupramolecular Self-Assembly in Materials
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