Evidence map›Paper›PMID 34881017›Full record

ArticleChemical science2021

Radical-anion coupling through reagent design: hydroxylation of aryl halides.

Andrew J Greener, Patrycja Ubysz, Will Owens-Ward, George Smith, Ivan Ocaña, Adrian C Whitwood, Victor Chechik, Michael J James

Abstract read
In one paragraph

Article in Chemical science, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. Review
  2. Direct C-H Hydroxylation ofJournal of the American Chemical Society · 2024
    Article
  3. Article
  4. 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

8 authors.

Andrew J GreenerDepartment of Chemistry, University of York Heslington York YO10 5DD UK michael.james@york.ac.uk.ORCID https://orcid.org/0000-0001-8098-6276
Patrycja UbyszDepartment of Chemistry, University of York Heslington York YO10 5DD UK michael.james@york.ac.uk.
Will Owens-WardDepartment of Chemistry, University of York Heslington York YO10 5DD UK michael.james@york.ac.uk.
George SmithDepartment of Chemistry, University of York Heslington York YO10 5DD UK michael.james@york.ac.uk.
Ivan OcañaDepartment of Chemistry, University of York Heslington York YO10 5DD UK michael.james@york.ac.uk.
Adrian C WhitwoodDepartment of Chemistry, University of York Heslington York YO10 5DD UK michael.james@york.ac.uk.ORCID https://orcid.org/0000-0002-5132-5468
Victor ChechikDepartment of Chemistry, University of York Heslington York YO10 5DD UK michael.james@york.ac.uk.
Michael J JamesDepartment of Chemistry, University of York Heslington York YO10 5DD UK michael.james@york.ac.uk.ORCID https://orcid.org/0000-0003-2591-0046

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The design and development of an oxime-based hydroxylation reagent, which can chemoselectively convert aryl halides (X = F, Cl, Br, I) into phenols under operationally simple, transition-metal-free conditions is described. Key to the success of this approach was the identification of a reducing oxime anion which can interact and couple with open-shell aryl radicals. Experimental and computational studies support the proposed radical-nucleophilic substitution chain mechanism.

Identifiers

PMID34881017
PMCPMC8580057

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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.