ArticleNature chemistry2021
Isolation and characterization of diazoolefins.
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 16 papers.
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Who cites it
16 citing papers in PubMed.
- Light-Enhanced Synthesis of TiSbACS organic & inorganic Au · 2026Article
- Postsynthetic modification of N-heterocyclic diazoolefinsDalton transactions (Cambridge, England : 2003) · 2026Article
- Diazo Transfer From Nitrous Oxide Employing Phosphorus Ylides.Angewandte Chemie (International ed. in English) · 2026Article
- Bent N-Heterocyclic Allenes From a Well-Defined Titanium Vinylidene Complex.Angewandte Chemie (International ed. in English) · 2026Article
- Azetidinylideneketenimines as a Multimodal Synthetic Platform: Coordination Chemistry and Cycloaddition-Triggered Transformations.Angewandte Chemie (International ed. in English) · 2026Article
- Mesoionic N-Heterocyclic Olefins, Imines, Thiones, Phosphinidenes and Their Application in Catalysis.Angewandte Chemie (International ed. in English) · 2026Review
- Triplet Metallovinylidenes of Palladium and Platinum Based on a Chelating P/Diazoalkene Ligand.Angewandte Chemie (International ed. in English) · 2026Article
- Isolation of Anionic N-Heterocyclic Olefins and Their Versatile Reactivity.Angewandte Chemie (International ed. in English) · 2025Article
- Article
- Ambiphilic Reactivity of Iridium Complexes withJournal of the American Chemical Society · 2025Article
- Recent advances in the use of N-heterocyclic carbene adducts of N, P, C elements as supporting ligands in organometallic chemistry.RSC advances · 2025Review
- An Azide-Free Synthesis of Metallodiazomethanes Using Nitrous Oxide.Journal of the American Chemical Society · 2024Article
- Arenes participate in 1,3-dipolar cycloaddition with in situ-generated diazoalkenes.Nature chemistry · 2023Article
- Carbodicarbenes and Striking Redox Transitions of their Conjugate Acids: Influence of NHC versus CAAC as Donor Substituents.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Characterization of a Triplet Vinylidene.Journal of the American Chemical Society · 2021Article
- More details on diazoolefins.Nature chemistry · 2021Article
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Diazoolefins tend to be highly reactive compounds that rapidly lose dinitrogen. So far, most experimental evidence for diazoolefins is indirect, via trapping experiments. Here we show that diazoolefins are observed to form in reactions of N-heterocyclic olefins with nitrous oxide. The products benefit from resonance stabilization, which enables isolation on a preparative scale, and comprehensive characterization, which includes crystallographic analyses. N-heterocyclic diazoolefins show a strong ylidic character, with a high charge density at the carbon atom next to the diazo group. Despite the presence of terminal N
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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.