Evidence map›Paper›PMID 34140488›Full record

ArticleNature communications2021

A platform for on-the-complex annulation reactions with transient aryne intermediates.

Jason V Chari, Katie A Spence, Robert B Susick, Neil K Garg

Abstract read
In one paragraph

Article in Nature communications, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing 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

5 citing papers in PubMed.

  1. Article
  2. Insights into the Regioselectivity of Metal-Catalyzed Aryne Reactions.Synlett : accounts and rapid communications in synthetic organic chemistry · 2024
    Article
  3. Article
  4. Article
  5. π-Extension of heterocyclesChemical science · 2022
    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

4 authors.

Jason V Chari *Department of Chemistry and Biochemistry, University of California, Los Angeles, CA, USA.ORCID 0000-0001-7729-9619
Katie A Spence *Department of Chemistry and Biochemistry, University of California, Los Angeles, CA, USA.ORCID 0000-0002-6061-4384
Robert B SusickDepartment of Chemistry and Biochemistry, University of California, Los Angeles, CA, USA.ORCID 0000-0001-6834-9151
Neil K GargDepartment of Chemistry and Biochemistry, University of California, Los Angeles, CA, USA. neilgarg@chem.ucla.edu.ORCID 0000-0002-7793-2629

Funding

Exploiting Unconventional Building Blocks in Chemical SynthesisR35GM139593 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI Neil K. Garg · 2021 to 2026
$4.0M
Time-of-Flight Mass Spectrometer for Synthesis Supporting Biomedical ResearchS10RR025631 · NCRR · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI HOUK, KENDALL N · 2009 to 2009
$328k
Harnessing Strained Intermediates to Access Complex MoleculesR01GM123299 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI GARG, NEIL K · 2018 to 2018
$269k
NCRR NIH HHS S10 RR025631NIGMS NIH HHS R01 GM123299NIGMS NIH HHS R35 GM139593
6 · The paper itself

Abstract

Organometallic complexes are ubiquitous in chemistry and biology. Whereas their preparation has historically relied on ligand synthesis followed by coordination to metal centers, the ability to efficiently diversify their structures remains a synthetic challenge. A promising yet underdeveloped strategy involves the direct manipulation of ligands that are already bound to a metal center, also known as chemistry-on-the-complex. Herein, we introduce a versatile platform for on-the-complex annulation reactions using transient aryne intermediates. In one variant, organometallic complexes undergo transition metal-catalyzed annulations with in situ generated arynes to form up to six new carbon-carbon bonds. In the other variant, an organometallic complex bearing a free aryne is generated and intercepted in cycloaddition reactions to access unique scaffolds. Our studies, centered around privileged polypyridyl metal complexes, provide an effective strategy to annulate organometallic complexes and access complex metal-ligand scaffolds, while furthering the synthetic utility of strained intermediates in chemical synthesis.

Indexed as

Benzene DerivativesCarbonCatalysisCoordination ComplexesLigandsMetalsOrganometallic CompoundsPalladiumRutheniumTransition ElementsBenzene DerivativesbenzyneCarbonCoordination ComplexesLigandsMetalsOrganometallic CompoundsPalladiumRutheniumTransition Elements

Identifiers

PMID34140488
PMCPMC8211856

What OpenQuestion holds

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LicenceCC BY
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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.