Evidence map›Paper›PMID 41585002›Full record

ArticleNature synthesis2025

Nickel-mediated aerobic C(sp2)-nucleophile coupling reactions for late-stage diversification of aryl electrophiles.

Dipankar Das, Long P Dinh, Ryan E Smith, Dipannita Kalyani, Christo S Sevov

Abstract read
In one paragraph

Article in Nature synthesis, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Article
  2. Article
  3. Nickel-Mediated Aerobic CTrends in chemistry · 2025
    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

5 authors.

Dipankar DasDepartment of Chemistry and Biochemistry, The Ohio State University, 151 W Woodruff Avenue, Columbus, OH 43210, United States.
Long P DinhDepartment of Chemistry and Biochemistry, The Ohio State University, 151 W Woodruff Avenue, Columbus, OH 43210, United States.
Ryan E SmithDepartment of Chemistry and Biochemistry, The Ohio State University, 151 W Woodruff Avenue, Columbus, OH 43210, United States.
Dipannita KalyaniDiscovery Chemistry, Merck & Co., Inc., Rahway, NJ 07065, United States.
Christo S SevovDepartment of Chemistry and Biochemistry, The Ohio State University, 151 W Woodruff Avenue, Columbus, OH 43210, United States.

Funding

Late-stage C-H functionalization and C-C/N coupling enabled by new strategies for electrochemically-controlled radical formationR35GM138373 · NIGMS · OHIO STATE UNIVERSITY · PI Christo Sevov · 2020 to 2026
$2.3M
NIGMS NIH HHS R35 GM138373
6 · The paper itself

Abstract

The structural diversification of pharmaceutically relevant compounds presents unique challenges to catalytic methodologies that have been developed and optimized on simpler substrates that lack drug-like complexity. Herein, we report a general strategy for carbon-heteroatom (C-X) bond formation through reactions between a wide range of nucleophiles and Ni-based oxidative addition complexes (OACs) of drug-like aryl and heteroaryl electrophiles. These organonickel complexes are easily synthesized by oxidative addition of the corresponding electrophiles under electroreductive conditions using an inexpensive Ni precursor. Redox-induced oxidative coupling from these persistent complexes proved challenging, but mechanistic studies guided the development of a simple aerobic oxidation procedure to rapidly form C-X coupled products. Exposure of the organonickel complexes to ambient air forms a high-valent (peroxo)Ni

Identifiers

PMID41585002
PMCPMC12826584

What OpenQuestion holds

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Registered trials

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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.