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Intermolecular C–C/C–N σ-bond metathesis enabled by visible light

Rujuan Li, Renqin Zhan, Yatao Lang, Chao‐Jun Li, Huiying Zeng

2024Chemical Science16 citationsDOIOpen Access PDF

Abstract

C-C and C-N single bonds cleavage and recombination. Notably, our protocol exhibits good compatibility with various functional groups in the absence of transition metals and external photosensitizers, resulting in the formation of aryl alkyl ketones and aromatic amides in good to high yields. To gain insights into the mechanism of this pathway, we conducted controlled experiments, intermediate trapping experiments, and DFT (Density Functional Theory) calculations. This comprehensive approach allowed us to elucidate the detailed mechanism underlying this transformative reaction.

Topics & Concepts

MetathesisIntermolecular forceCoupling (piping)ChemistrySalt metathesis reactionTransition metalPhotochemistryCombinatorial chemistryMaterials scienceCatalysisMoleculeOrganic chemistryPolymerizationPolymerMetallurgySynthetic Organic Chemistry MethodsChemical Synthesis and AnalysisCatalytic Cross-Coupling Reactions
Intermolecular C–C/C–N σ-bond metathesis enabled by visible light | Litcius