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A π-conjugated covalent organic framework enables interlocked nickel/photoredox catalysis for light-harvesting cross-coupling reactions

Ayan Jati, Suranjana Dam, Shekhar Kumar, Kundan Kumar, Biplab Maji

2023Chemical Science93 citationsDOIOpen Access PDF

Abstract

c-COF interlocked the catalysis mediated by light and the transition metal. Under light irradiation, enhanced energy and electron transfer in the COF backbone, as delineated by the photoluminescence, electrochemical, and control experiments, expedited the excitation of Ni centers to efficiently catalyze diverse photocatalytic C-X (X = B, C, N, O, P, S) cross-coupling reactions with efficiencies orders of magnitude higher than the homogeneous controls. The COF catalyst tolerated a diverse range of coupling partners with various steric and electronic properties, delivering the products with up to 99% yields. Some reactions were performed on a gram scale and were applied to diversify pharmaceuticals and complex molecules to demonstrate the synthetic utility.

Topics & Concepts

Knoevenagel condensationCatalysisPhotocatalysisConjugated systemCovalent bondPhotochemistryCovalent organic frameworkSteric effectsMaterials scienceBipyridineCoupling reactionElectron transferNickelChemistryCombinatorial chemistryOrganic chemistryPolymerCrystal structureCovalent Organic Framework ApplicationsAdvanced Photocatalysis TechniquesLuminescence and Fluorescent Materials
A π-conjugated covalent organic framework enables interlocked nickel/photoredox catalysis for light-harvesting cross-coupling reactions | Litcius