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Triarylamine-based porous coordination polymers performing both hydrogen atom transfer and photoredox catalysis for regioselective α-amino C(sp<sup>3</sup>)–H arylation

Hanning Li, Yang Yang, Xu Jing, Cheng He, Chunying Duan

2021Chemical Science22 citationsDOIOpen Access PDF

Abstract

)˙ radical and the cross-coupling reaction to proceed at the most electron-rich sites with excellent regioselectivity. The new heterogeneous photoredox HAT approach skips several interactions between transient species during the typical synergistic SET/HAT cycles, demonstrating a promising redox-economical and reagent-economical heterogeneous platform that has not been reported for α-amino C-H arylation to form benzylamine derivatives. Control experiments based on monoligand coordination polymers suggested that the mixed-ligand approach improved the photochemical and photophysical properties, providing important insight into rational design and optimization of recyclable photocatalysts for rapid access to complex bioactive molecules and late-stage functionalized pharmaceuticals.

Topics & Concepts

RegioselectivityCatalysisHydrogen atomChemistryPhotoredox catalysisAtom-transfer radical-polymerizationHydrogenAtom (system on chip)PolymerCombinatorial chemistryPhotochemistryPolymer chemistryStereochemistryOrganic chemistryCopolymerPhotocatalysisGroup (periodic table)Computer scienceEmbedded systemMetal-Organic Frameworks: Synthesis and ApplicationsCovalent Organic Framework ApplicationsRadical Photochemical Reactions