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Asymmetric Ion-Pairing Photoredox Catalysis for Stereoselective Cationic Polymerization under Light Control

Zan Yang, Yun Liao, Zhengyi Zhang, Jianxu Chen, Xun Zhang, Saihu Liao

2024Journal of the American Chemical Society22 citationsDOI

Abstract

By virtue of noninvasive regulations by light, photocontrolled polymerizations have attracted considerable attention for the precision synthesis of macromolecules. However, a cationic polymerization with simultaneous photocontrol and tacticity-regulation remains elusive so far. Herein, we introduce an asymmetric ion-pairing photoredox catalysis strategy that allows for the development of a stereoselective cationic polymerization with concurrent light regulation for the first time. By employing an ion pair catalyst (PC + /*A – ) consisting of a photoredox active cation (PC + ) and a sterically confined chiral anion (*A – ) to deliver the stereochemical control, the cationic polymerization of vinyl ethers can be achieved with photocontrol and high isotactic selectivity (up to 91% m ) at a remarkable low catalyst loading (50 ppm).

Topics & Concepts

Cationic polymerizationChemistryPolymerizationSteric effectsTacticityPhotochemistryStereoselectivityCatalysisPolymer chemistryCombinatorial chemistryOrganic chemistryPolymerPhotopolymerization techniques and applicationsAdvanced Polymer Synthesis and CharacterizationRadical Photochemical Reactions
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