Evidence map›Paper›PMID 38662814›Full record

ArticleScience (New York, N.Y.)2024

Nickel binding enables isolation and reactivity of previously inaccessible 7-aza-2,3-indolynes.

Jenna N Humke, Roman G Belli, Erin E Plasek, Sallu S Kargbo, Annabel Q Ansel, Courtney C Roberts

Abstract read
In one paragraph

Article in Science (New York, N.Y.), 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing 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

13 citing papers in PubMed.

  1. Article
  2. Transition Metal-Free Heteroarene Insertion Into C─C Bonds of Benzocyclobutenones.Angewandte Chemie (International ed. in English) · 2026
    Article
  3. Article
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  8. A Nitrilium-TypeJournal of the American Chemical Society · 2025
    Article
  9. Article
  10. Article
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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.

Jenna N Humke *Department of Chemistry, University of Minnesota, Minneapolis, MN, USA.ORCID 0000-0001-5305-0181
Roman G Belli *Department of Chemistry, University of Minnesota, Minneapolis, MN, USA.ORCID 0000-0001-6146-670X
Erin E Plasek *Department of Chemistry, University of Minnesota, Minneapolis, MN, USA.ORCID 0000-0002-7236-4853
Sallu S KargboDepartment of Chemistry, University of Minnesota, Minneapolis, MN, USA.ORCID 0000-0001-5834-0487
Annabel Q AnselDepartment of Chemistry, University of Minnesota, Minneapolis, MN, USA.ORCID 0000-0002-7456-5827
Courtney C RobertsDepartment of Chemistry, University of Minnesota, Minneapolis, MN, USA.ORCID 0000-0001-8177-4013

Funding

Methods for Selective Functionalization of (Hetero)arene RingsR35GM146957 · NIGMS · UNIVERSITY OF MINNESOTA · PI Courtney C Roberts · 2022 to 2026
$1.9M
Upgrade of a 500 MHz NMR Spectrometer for Applications in Biomedical ResearchS10OD011952 · OD · UNIVERSITY OF MINNESOTA · PI HOYE, THOMAS R. · 2012 to 2012
$378k
NIGMS NIH HHS R35 GM146957NIH HHS S10 OD011952
6 · The paper itself

Abstract

N-Heteroaromatics are key elements of pharmaceuticals, agrochemicals, and materials. N-Heteroarynes provide a scaffold to build these essential molecules but are underused because five-membered N-heteroarynes have been largely inaccessible on account of the strain of a triple bond in that small of a ring. On the basis of principles of metal-ligand interactions that are foundational to organometallic chemistry, in this work we report the stabilization of five-membered N-heteroarynes in the nickel coordination sphere. A series of 1,2-bis(dicyclohexylphosphino)ethane nickel 7-azaindol-2,3-yne complexes were synthesized and characterized crystallographically and spectroscopically. Ambiphilic reactivity of the nickel 7-azaindol-2,3-yne complexes was observed with multiple nucleophilic, electrophilic, and enophilic coupling partners.

Identifiers

PMID38662814
PMCPMC12045518

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.