Synthesis of Metal-Free Chiral Covalent Organic Framework for Visible-Light-Mediated Enantioselective Photooxidation in Water
Xuan Kan, Jian‐Cheng Wang, Zhi Chen, Jiaqi Du, Jing‐Lan Kan, Wenyan Li, Yu‐Bin Dong
Abstract
Although chiral covalent organic frameworks (CCOFs) presence grows in thermal asymmetric catalysis, their application in equally important asymmetric photocatalysis has yet to begin. Herein, we first report a propargylamine-linked and quaternary ammonium bromide decorated porphyrin-CCOF which can highly promote visible-light-driven enantioselective photooxidation of sulfides to sulfoxides in water and in air. This methodology has also been applied to the synthesis of (R)-modafinil, a wakefulness-promoting medication used for the treatment of excessive sleepiness. This research might open a new way for the application of CCOFs in asymmetric photocatalysis.
Topics & Concepts
Enantioselective synthesisChemistryPhotocatalysisCovalent bondPorphyrinCatalysisVisible spectrumAmmonium bromideCombinatorial chemistryBromidePhotochemistryOrganic chemistryPulmonary surfactantOptoelectronicsPhysicsBiochemistryCovalent Organic Framework ApplicationsAdvanced Photocatalysis TechniquesPerovskite Materials and Applications