ArticleScience (New York, N.Y.)2021
Electrophotocatalytic diamination of vicinal C-H bonds.
Article in Science (New York, N.Y.), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 47 papers.
What it found
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The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
47 citing papers in PubMed, 269 citations in OpenAlex.
- Photophysics of Doubly Reduced Quinacridone Dyes: Toward Redox Reactivity Activated by Red Light.Artificial photosynthesis (Washington, D.C.) · 2026Article
- Asymmetric Iron-Catalyzed Vicinal C(spAngewandte Chemie (International ed. in English) · 2026Article
- Photochemical, electrochemical and electrophotochemical C-N bond-forming cross-coupling reactions.Nature reviews. Chemistry · 2026Review
- Review
- Expanding Thermodynamic and Kinetic Frontiers in Molecular Photocatalysis.ACS central science · 2026Review
- Photocatalytic regioselective four-component radical relay carbonylation for α-aminoketones synthesis.Chemical science · 2025Article
- Photocatalysis Enables Chemodivergent Radical Polar Crossover: Ritter-Type Amidation vs Heck-Type Olefin Carbofunctionalizations.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Synthesis of aromatic amides from lignin and its derivatives.Nature communications · 2025Article
- Electrochemical Synergistic Ni/Co-Catalyzed Carbonylative Cross-Electrophile Coupling of Aryl and Alkyl Halides with CO.JACS Au · 2025Article
- Excited Organic Radicals in Photoredox Catalysis.JACS Au · 2025Review
- General (hetero)polyaryl amine synthesis via multicomponent cycloaromatization of amines.Nature communications · 2025Article
- Beyond Conventional Organic Electrosynthesis: The Role of Fluorinated Solvents.ACS electrochemistry · 2025Review
- Reductive deaminative cross-coupling of alkyl bistriflimides enabled by electrocatalysis.Science advances · 2024Article
- Electro-photochemical Functionalization of C(spJACS Au · 2024Review
- Enantioselective SNature communications · 2024Article
- Unlocking flavin photoacid catalysis through electrophotochemistry.Chemical science · 2024Article
- Photoelectrochemical Fe/Ni cocatalyzed C-C functionalization of alcohols.Nature communications · 2024Article
- Picosecond reactions of excited radical ion super-reductants.Nature communications · 2024Article
- Temperature Dependence of the Ring Opening of Cyclopropene Imines on Thorium Metallocenes.Inorganic chemistry · 2024Article
- Electrochemical C-H deuteration of pyridine derivatives with DNature communications · 2024Article
Corrections and comments
- Erratum issued
Authors and funding
2 authors at 1 institution in 1 country.
Funding
Abstract
The conversion of unactivated carbon-hydrogen (C-H) bonds to carbon-nitrogen (C-N) bonds is a highly valued transformation. Existing strategies typically accomplish such reactions at only a single C-H site because the first derivatization diminishes the reactivity of surrounding C-H bonds. Here, we show that alkylated arenes can undergo vicinal C-H diamination reactions to form 1,2-diamine derivatives through an electrophotocatalytic strategy, using acetonitrile as both solvent and nitrogen source. The reaction is catalyzed by a trisaminocyclopropenium (TAC) ion, which undergoes anodic oxidation to furnish a stable radical dication while the cathodic reaction reduces protons to molecular hydrogen. Irradiation of the TAC radical dication (wavelength of maximum absorption of 450 to 550 nanometers) with a white-light compact fluorescent light generates a strongly oxidizing photoexcited intermediate. Depending on the electrolyte used, either 3,4-dihydroimidazole or aziridine products are obtained.
Identifiers
What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.