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Construction of C4-Spirocyclic Chiral Covalent Organic Frameworks Via Asymmetric Multicomponent Povarov Reaction for Enantioselective Sensing

Zhi Chen, Ziran Liu, Jing Zhang, Wenting Yang, Jing‐Lan Kan, Jianzhong Fan, Wenyan Li, Jian‐Cheng Wang, Yu‐Bin Dong

2025Journal of the American Chemical Society16 citationsDOI

Abstract

Although many chiral covalent organic frameworks (CCOFs) have been synthesized, the rapid development of this field has been severely restricted by the limitations of CCOFs synthesis methods and the scarcity of their chiral structural unit types. Herein we report, for the first time, the construction of C4-spirocyclic CCOFs via the asymmetric multicomponent Povarov reaction under ambient conditions. The obtained C4 - spiro -(2 S, 4 R )- TMTT - COF can be as a novel chiral fluorescent sensor to discriminate D/L-PAL enantiomers. This finding will provide a simple and universal method for constructing CCOFs with novel chiral structural groups and might open new insights into the construction of the CCOFs featuring multiple distinct types of carbon chiral centers.

Topics & Concepts

ChemistryEnantioselective synthesisCovalent bondCovalent organic frameworkOrganic chemistryCombinatorial chemistryComputational chemistryCatalysisCovalent Organic Framework ApplicationsMetal-Organic Frameworks: Synthesis and ApplicationsLuminescence and Fluorescent Materials