Evidence map›Paper›PMID 41718038›Full record

ArticleJournal of the American Chemical Society2026

How Alkali Metal Alkoxides Initiate Organic Radical Reactions.

Seb Tyerman, Kenneth F Clark, Alexander J Stewart, Krystian Kolodziejczak, Craig M Robertson, Laura Evans, Alan R Kennedy, Tell Tuttle, David J Nelson, John A Murphy

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Journal of the American Chemical Society, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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

0 citing papers in PubMed.

No citing paper in PubMed yet.

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

10 authors.

Seb TyermanDepartment of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.ORCID 0009-0007-7060-5872
Kenneth F ClarkDepartment of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.
Alexander J StewartDepartment of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.
Krystian KolodziejczakDepartment of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.
Craig M RobertsonGSK Medicines Research Centre, Gunnels Wood Road, Stevenage, Hertfordshire SG1 2NY, U.K.
Laura EvansAstraZeneca, Oncology Targeted Discovery, Oncology R&D, The Discovery Centre, Cambridge Biomedical Campus, 1 Francis Crick Avenue, Cambridge CB2 0AA, U.K.
Alan R KennedyDepartment of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.ORCID 0000-0003-3652-6015
Tell TuttleDepartment of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.ORCID 0000-0003-2300-8921
David J NelsonDepartment of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.ORCID 0000-0002-9461-5182
John A MurphyDepartment of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.ORCID 0000-0003-3136-0845

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Alkali metal alkoxides have long been known to cause hydrodehalogenation of aryl halides; this conversion of aryl halides to arenes happens when the reactions are conducted in appropriate solvents (with weak C-H bonds). More recently, when aryl halides are heated with alkoxides in arene solvents, coupling to arenes occurs. Both of these reaction types are known to involve aryl radical intermediates. The consensus has been that alkali metal alkoxides undergo electron transfer to aryl halides to form radicals, but crucial evidence has been missing. We now refute this proposal and show through deuterium isotope studies that the deprotonation of the substrates leads to benzynes that initiate radical chemistry. Surprisingly,

Identifiers

PMID41718038
PMCPMC12964405

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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.