Evidence map›Paper›PMID 37676952›Full record

ArticleScience (New York, N.Y.)2023

Oxidative addition of an alkyl halide to form a stable Cu(III) product.

Yongrui Luo, Yuli Li, Jian Wu, Xiao-Song Xue, John F Hartwig, Qilong Shen

Abstract read
In one paragraph

Article in Science (New York, N.Y.), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.

0numbers the graph read from it
0cells of the map it votes in
25citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

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.

2 · The registry

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.

3 · Its place in the literature

Who cites it

25 citing papers in PubMed.

  1. Enantioselective Access to Trifluoromethylated Spirocyclopropyl Heterocycles.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026
    Article
  2. Article
  3. Article
  4. Article
  5. Copper-Catalyzed Three-Component Selective 1,4-Amino Oxygenation of 1,3-Dienes.Angewandte Chemie (International ed. in English) · 2026
    Article
  6. Harnessing COJournal of the American Chemical Society · 2026
    Article
  7. Article
  8. Trifluoromethylation of alkyl electrophiles withScience (New York, N.Y.) · 2025
    Article
  9. Article
  10. Article
  11. Article
  12. Platform Design Enabling Silver(III) Stabilization ─ The Uprise of AgChemistry (Weinheim an der Bergstrasse, Germany) · 2025
    Review
  13. Article
  14. Article
  15. Article
  16. Article
  17. Article
  18. Article
  19. Article
  20. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

6 authors.

Yongrui Luo *Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, PR China.ORCID 0000-0001-9137-2595
Yuli Li *Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, PR China.ORCID 0000-0002-4983-137X
Jian WuKey Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, PR China.
Xiao-Song XueKey Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, PR China.ORCID 0000-0003-4541-8702
John F HartwigDepartment of Chemistry, University of California, Berkeley, Berkeley, CA 94720, USA.ORCID 0000-0002-4157-468X
Qilong ShenKey Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, PR China.ORCID 0000-0001-5622-153X

Funding

Discovery and Development of Organic Reactions Catalyzed by Transition Metals Valuable for Medicinal ChemistryR35GM130387 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI John F Hartwig · 2019 to 2026
$7.1M
NIGMS NIH HHS R35 GM130387
6 · The paper itself

Abstract

The step that cleaves the carbon-halogen bond in copper-catalyzed cross-coupling reactions remains ill defined because of the multiple redox manifolds available to copper and the instability of the high-valent copper product formed. We report the oxidative addition of α-haloacetonitrile to ionic and neutral copper(I) complexes to form previously elusive but here fully characterized copper(III) complexes. The stability of these complexes stems from the strong Cu-CF

Identifiers

PMID37676952
PMCPMC10658983

What OpenQuestion holds

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Registered trials

None linked

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.