ArticleNature communications2022
A combined experimental and theoretical study on the reactivity of nitrenes and nitrene radical anions.
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 15 papers.
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Who cites it
15 citing papers in PubMed.
- Sulfinylnitrenes via Chemoselective S-N Bond Cleavage: Design, Synthesis, and Applications.Organic letters · 2026Article
- Photoactive Iminobismuthanes for Catalytic C-H Amination.Journal of the American Chemical Society · 2026Article
- Photo-induced selective N-N bond construction via harnessing nitrene release and transfer.Nature communications · 2026Article
- Harnessing Cooperative Energy Transfer and Hydrogen Atom Transfer for Direct Nitrogenations of Non-Activated Alkanes.Angewandte Chemie (International ed. in English) · 2026Article
- Bifunctional Aziridines from Photochemically Generated FSOAngewandte Chemie (International ed. in English) · 2026Article
- Pyridinium ylides as photocatalytic atom transfer reagents.Nature communications · 2025Article
- Synthesis and Application of Bioactive N-Functionalized Aziridines.Angewandte Chemie (International ed. in English) · 2025Review
- Photocatalytic Synthesis of Unprotected Sulfonimidamides and Their Application in Photochemical Nitrene Transfer Reactions.Angewandte Chemie (International ed. in English) · 2025Article
- Photocatalytic Nitrene Radical Anion Generation from Sulfonyl Azides for Intermolecular Aziridination of Unactivated Alkenes.The Journal of organic chemistry · 2025Article
- Article
- Aziridination via Nitrogen-Atom Transfer to Olefins from Photoexcited Azoxy-Triazenes.Journal of the American Chemical Society · 2024Article
- Organic Dye-Sensitized Nitrene Generation: Intermolecular Aziridination of Unactivated Alkenes.The Journal of organic chemistry · 2024Article
- Hydrogen-bond activation enables aziridination of unactivated olefins with simple iminoiodinanes.Beilstein journal of organic chemistry · 2024Article
- An unexpected synthesis of azepinone derivatives through a metal-free photochemical cascade reaction.Nature communications · 2023Article
- Sulfonyl Nitrene and Amidyl Radical: Structure and Reactivity.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
Nitrene transfer reactions represent one of the key reactions to rapidly construct new carbon-nitrogen bonds and typically require transition metal catalysts to control the reactivity of the pivotal nitrene intermediate. Herein, we report on the application of iminoiodinanes in amination reactions under visible light photochemical conditions. While a triplet nitrene can be accessed under catalyst-free conditions, the use of a suitable photosensitizer allows the access of a nitrene radical anion. Computational and mechanistic studies rationalize the access and reactivity of triplet nitrene and nitrene radical anion and allow the direct comparison of both amination reagents. We conclude with applications of both reagents in organic synthesis and showcase their reactivity in the reaction with olefins, which underline their markedly distinct reactivity. Both reagents can be accessed under mild reaction conditions at room temperature without the necessity to exclude moisture or air, which renders these metal-free, photochemical amination reactions highly practical.
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Registered trials
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