ArticleNature communications2021
Chemoselective catalytic hydrodefluorination of trifluoromethylalkenes towards mono-/gem-di-fluoroalkenes under metal-free conditions.
Article in Nature communications, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
12 citing papers in PubMed.
- Hydrocyclization/Defluorination of CFAdvanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Unraveling the influence mechanisms of different substituents on the chemical activity of N-heterocyclic phosphines via theoretical calculations.Journal of molecular modeling · 2025Article
- Red-light-mediated copper-catalyzed photoredox catalysis promotes regioselectivity switch in the difunctionalization of alkenes.Nature communications · 2024Article
- Selective 1,2-Hydroarylation(Alkenylation) of gem-Difluoroalkenes to Access (-CFAngewandte Chemie (International ed. in English) · 2024Article
- Metallomimetic C-F Activation Catalysis by Simple Phosphines.Journal of the American Chemical Society · 2024Article
- Peroxide-Initiated Hydrophosphinylation ofThe Journal of organic chemistry · 2023Article
- Handling fluorinated gases as solid reagents using metal-organic frameworks.Science (New York, N.Y.) · 2023Article
- Practical Synthesis of Terminal Vinyl Fluorides.The Journal of organic chemistry · 2023Article
- Controllable Synthesis of Trifluoromethyl- orMolecules (Basel, Switzerland) · 2023Article
- Diaza-1,3-butadienes as Useful Intermediate in Heterocycles Synthesis.Molecules (Basel, Switzerland) · 2022Review
- 1,3,2-Diazaphospholene-Catalyzed Reductive Cyclizations of Organohalides.Angewandte Chemie (International ed. in English) · 2022Article
- Fluorine-Retentive Strategies for the Functionalization ofSynthesis · 2021Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
3 authors.
Funding
Abstract
Fluorine-containing moieties show significant effects in improving the properties of functional molecules. Consequently, efficient methods for installing them into target compounds are in great demand, especially those enabled by metal-free catalysis. Here we show a diazaphospholene-catalyzed hydrodefluorination of trifluoromethylalkenes to chemoselectively construct gem-difluoroalkenes and terminal monofluoroalkenes by simple adjustment of the reactant stoichiometry. This metal-free hydrodefluorination features mild reaction conditions, good group compatibility, and almost quantitative yields for both product types. Stoichiometric experiments indicated a stepwise mechanism: hydridic addition to fluoroalkenes and subsequent β-F elimination from hydrophosphination intermediates. Density functional theory calculations disclosed the origin of chemoselectivity, regioselectivity and stereoselectivity, suggesting an electron-donating effect of the alkene-terminal fluorine atom.
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.