ArticleNature communications2024
In situ copper photocatalysts triggering halide atom transfer of unactivated alkyl halides for general C(sp3)-N couplings.
Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Anticancer Properties of Imidazolium Salt Derivatives: Current Advances and Therapeutic Perspectives.Cancers · 2026Review
- Layered Double Hydroxide-Stabilized AgI Photocatalyst for Efficient Arene Arylation and Alkylation.JACS Au · 2026Article
- Photochemical, electrochemical and electrophotochemical C-N bond-forming cross-coupling reactions.Nature reviews. Chemistry · 2026Review
- Sustainable and Scalable Flow Photochemical Conversions Using a Labile Ligand-Assembled Iron Complex.JACS Au · 2026Article
- Light-driven radical copper-catalyzed allylic amination via allylic copper intermediates.Nature communications · 2025Article
- Photoinduced, Copper-Catalyzed Enantioconvergent Synthesis of β-Aminoalcohol Derivatives.Journal of the American Chemical Society · 2025Article
Corrections and comments
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Authors and funding
9 authors.
Funding
Abstract
Direct reduction of unactivated alkyl halides for C(sp3)-N couplings under mild conditions presents a significant challenge in organic synthesis due to their low reduction potential. Herein, we introduce an in situ formed pyridyl-carbene-ligated copper (I) catalyst that is capable of abstracting halide atom and generating alkyl radicals for general C(sp3)-N couplings under visible light. Control experiments confirmed that the mono-pyridyl-carbene-ligated copper complex is the active species responsible for catalysis. Mechanistic investigations using transient absorption spectroscopy across multiple decades of timescales revealed ultrafast intersystem crossing (260 ps) of the photoexcited copper (I) complexes into their long-lived triplet excited states (>2 μs). The non-Stern-Volmer quenching dynamics of the triplets by unactivated alkyl halides suggests an association between copper (I) complexes and alkyl halides, thereby facilitating the abstraction of halide atoms via inner-sphere single electron transfer (SET), rather than outer-sphere SET, for the formation of alkyl radicals for subsequent cross couplings.
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Registered trials
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