ArticleNature communications2022
Photochemical diazidation of alkenes enabled by ligand-to-metal charge transfer and radical ligand transfer.
Article in Nature communications, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 28 papers.
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Who cites it
28 citing papers in PubMed.
- Photoinduced Multicomponent Difluoromethylation of Imines via Iron-Mediated Ligand-to-Metal Charge Transfer.Organic letters · 2026Article
- Homologative alkene difunctionalization.Nature chemistry · 2026Article
- Base Metal Photocatalysts: A Bright Future in Photoredox Catalysis?Organometallics · 2026Article
- Accessing Molecular Complexity from Methane and Other Gaseous Alkanes via Photocatalytic Cascade Cyclization.Angewandte Chemie (International ed. in English) · 2026Article
- Evolution of manganese low-energy photoredox catalysis from high-energy visible light photocatalysis.Nature communications · 2026Article
- Three-component synthesis of β-thio tertiary alkylamines from simple alkenes via SScience advances · 2026Article
- Bimolecular Homolytic Substitution (SACS central science · 2025Review
- LMCT-Driven Iron Photocatalysis: Mechanistic Insights and Synthetic Applications.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Review
- Iron-catalysed radical difunctionalization of alkenes.Nature synthesis · 2025Article
- Photocatalytic anti-Markovnikov hydro- and haloazidation of alkenes.Nature communications · 2025Article
- Anti-Markovnikov hydro- and deuterochlorination of unsaturated hydrocarbons using iron photocatalysis.Nature synthesis · 2025Article
- Article
- Red-Light-Induced Ligand-to-Metal Charge Transfer Catalysis by Tuning the Axial Coordination of Cobyrinate.Journal of the American Chemical Society · 2024Article
- Building Catalytic Reactions One Electron at a Time.Accounts of chemical research · 2024Article
- Practical and regioselective halonitrooxylation of olefins to access β-halonitrates.Nature communications · 2024Article
- Mechanochemistry Drives Alkene Difunctionalization via Radical Ligand Transfer and Electron Catalysis.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Iron photocatalysis via Brønsted acid-unlocked ligand-to-metal charge transfer.Nature communications · 2024Article
- Radical ligand transfer: mechanism and reactivity governed by three-component thermodynamics.Chemical science · 2024Article
- Expedient radical phosphonylationsChemical science · 2024Article
- A new era of LMCT: leveraging ligand-to-metal charge transfer excited states for photochemical reactions.Chemical science · 2024Review
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Authors and funding
5 authors.
Funding
Abstract
Vicinal diamines are privileged synthetic motifs in chemistry due to their prevalence and powerful applications in bioactive molecules, pharmaceuticals, and ligand design for transition metals. With organic diazides being regarded as modular precursors to vicinal diamines, enormous efforts have been devoted to developing efficient strategies to access organic diazide generated from olefins, themselves common feedstock chemicals. However, state-of-the-art methods for alkene diazidation rely on the usage of corrosive and expensive oxidants or complicated electrochemical setups, significantly limiting the substrate tolerance and practicality of these methods on large scale. Toward overcoming these limitations, here we show a photochemical diazidation of alkenes via iron-mediated ligand-to-metal charge transfer (LMCT) and radical ligand transfer (RLT). Leveraging the merger of these two reaction manifolds, we utilize a stable, earth abundant, and inexpensive iron salt to function as both radical initiator and terminator. Mild conditions, broad alkene scope and amenability to continuous-flow chemistry rendering the transformation photocatalytic were demonstrated. Preliminary mechanistic studies support the radical nature of the cooperative process in the photochemical diazidation, revealing this approach to be a powerful means of olefin difunctionalization.
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Registered trials
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