ArticleNature chemistry2021
Nitrene-mediated intermolecular N-N coupling for efficient synthesis of hydrazides.
Article in Nature chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.
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Who cites it
31 citing papers in PubMed, 151 citations in OpenAlex.
- Pt-Mediated Co-Adsorption of Hydroxyl and Nitrogen-Heterocyclic Species Over Cu/CuO Heterostructure Enhances Coupled Azotriazole Electrosynthesis and Dual-Electrode Hydrogen Production.Angewandte Chemie (International ed. in English) · 2026Article
- General access to azoles through tailored nitrogen-nitrogen bond construction.Nature communications · 2026Article
- Photochemical Cascade Nitrile Activation via a Carbene-Nitrene Relay.Angewandte Chemie (International ed. in English) · 2026Article
- Accelerating Reaction Discovery through AI-HTE Integration: Nitrene-Mediated C-O Coupling as a Validated Case Study.JACS Au · 2026Article
- Photoactive Iminobismuthanes for Catalytic C-H Amination.Journal of the American Chemical Society · 2026Article
- From alkynes to spiroindole δ-lactamsChemical science · 2026Article
- X-ray activated platinum complex induces DNA damage and enhances cancer immunotherapy through abscopal effect.Nature biomedical engineering · 2026Article
- Photo-induced selective N-N bond construction via harnessing nitrene release and transfer.Nature communications · 2026Article
- Electrochemical Synthesis of Methoxy-Molecules (Basel, Switzerland) · 2025Article
- Structural insights into heme-iron dependent N-N bond formation enzyme LnzB.Communications chemistry · 2025Article
- A new heme enzyme family forms hydrazine groups in diverse biosynthetic pathways.bioRxiv : the preprint server for biology · 2025Article
- Nitrene-mediated aminative N-N-N coupling: facile access to triazene 1-oxides.Chemical science · 2025Article
- Catalytic Amino Group Transfer Reactions Mediated by Photoinduced Nitrene Formation from Rhodium-Hydroxamates.Angewandte Chemie (International ed. in English) · 2025Article
- Electrochemical N-N Oxidatively Coupled Dehydrogenation of 3,5-Diamino-1Journal of the American Chemical Society · 2025Article
- Recent Developments and Challenges in the Enzymatic Formation of Nitrogen-Nitrogen Bonds.ACS catalysis · 2025Review
- Sustainable electrochemical synthesis of aliphatic nitro-Beilstein journal of organic chemistry · 2025Article
- Transforming an azaarene into the spine of fusedbicyclics via cycloaddition-induced scaffold hopping of 5-Hydroxypyrazoles.Nature communications · 2024Article
- Ammonium Dinitramide as a Prospective N-NOMolecules (Basel, Switzerland) · 2024Article
- Decarboxylative stereoretentive C-N coupling by harnessing aminating reagent.Nature communications · 2024Article
- Metal free cross-dehydrogenative N-N coupling of primary amides with Lewis basic amines.Nature communications · 2024Article
Corrections and comments
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Authors and funding
9 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
N-N linkages are found in many natural compounds and endow fascinating structural and functional properties. In comparison to the myriad methods for the construction of C-N bonds, chemistry for N-N coupling, especially in an intermolecular fashion, remains underdeveloped. Here, we report a nitrene-mediated intermolecular N-N coupling of dioxazolones and arylamines under iridium or iron catalysis. These reactions offer a simple and efficient method for the synthesis of various hydrazides from readily available carboxylic acid and amine precursors. Although the Ir-catalysed conditions usually give higher N-N coupling yield than the Fe-catalysed conditions, the reactions of sterically more demanding dioxazolones derived from α-substituted carboxylic acids work much better under the Fe-catalysed conditions. Mechanistic studies revealed that the nitrogen atom of Ir acyl nitrene intermediates has strong electrophilicity and can undergo nucleophilic attack with arylamines with the assistance of Cl···HN hydrogen bonding to form the N-N bond with high efficiency and chemoselectivity.
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Registered trials
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