ArticleChemical science2023
Aminals as powerful XAT-reagents: activation of fluorinated alkyl chlorides.
Article in Chemical science, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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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
7 citing papers in PubMed.
- Modular synthesis of CFNature communications · 2025Article
- Fluorinated Radicals in Divergent Synthesis via Photoredox Catalysis.Accounts of chemical research · 2025Article
- Catalytic Reductive Homocoupling of Benzyl Chlorides Enabled by Zirconocene and Photoredox Catalysis.Precision chemistry · 2025Article
- Metallaphotocatalytic triple couplings for modular synthesis of elaborate N-trifluoroalkyl anilines.Nature communications · 2024Article
- Photoinduced Intermolecular Radical Hydroalkylation of Olefins via Ligated Boryl Radicals-Mediated Halogen Atom Transfer.Organic letters · 2024Article
- Divergent functionalization of alkenes enabled by photoredox activation of CDFA and α-halo carboxylic acids.Chemical science · 2024Article
- Iodoarene-directed photoredox β-C(spChemical science · 2024Article
Corrections and comments
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Readily available 1,3,5-trimethyl-1,3,5-triazinane serves as an efficient reagent for halogen atom transfer. Under photocatalytic conditions, the triazinane generates an α-aminoalkyl radical, which can activate the C-Cl bond of fluorinated alkyl chlorides. The hydrofluoroalkylation reaction between fluorinated alkyl chlorides and alkenes is described. The efficiency of the diamino-substituted radical derived from the triazinane is associated with stereoelectronic effects defined by a six-membered cycle forcing the anti-periplanar arrangement of the radical orbital and lone pairs of adjacent nitrogen atoms.
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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.