Evidence map›Paper›PMID 34790433›Full record

ArticleACS catalysis2021

Direct Arylation of Simple Arenes with Aryl Bromides by Synergistic Silver and Palladium Catalysis.

Adrian Tlahuext-Aca, Sarah Yunmi Lee, Shu Sakamoto, John F Hartwig

Abstract read
In one paragraph

Article in ACS catalysis, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.

0numbers the graph read from it
0cells of the map it votes in
9citing 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

9 citing papers in PubMed.

  1. Article
  2. Article
  3. Review
  4. Article
  5. Site-Selective C-H Arylation of Diverse Arenes Ortho to Small Alkyl Groups.Angewandte Chemie (International ed. in English) · 2022
    Article
  6. Review
  7. Article
  8. Article
  9. Review
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.

Adrian Tlahuext-AcaDepartment of Chemistry, University of California Berkeley, Berkeley, California 94720, United States.
Sarah Yunmi LeeDepartment of Chemistry, University of California Berkeley, Berkeley, California 94720, United States.ORCID 0000-0003-4531-9392
Shu SakamotoDepartment of Chemistry, University of California Berkeley, Berkeley, California 94720, United States.
John F HartwigDepartment of Chemistry, University of California Berkeley, Berkeley, California 94720, United States.ORCID 0000-0002-4157-468X

Funding

Discovery and Development of Organic Reactions Catalyzed by Transition Metals Valuable for Medicinal ChemistryR35GM130387 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI John F Hartwig · 2019 to 2026
$7.1M
Acquisition of a Cryoprobe and Related Accessories for a 600 MHz NMR Spectrometer to Support Health Research Activities at the University of California, BerkeleyS10OD024998 · OD · UNIVERSITY OF CALIFORNIA BERKELEY · PI HARTWIG, JOHN F · 2018 to 2018
$265k
Development of a Cooperative Catalytic System for Regioselective, Intermolecular, and Stoichiometric Direct Arylation of Simple Arenes with Aryl (Pseudo)HalidesF32GM113404 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI LEE, SARAH YUN-MI · 2015 to 2017
$156k
NIGMS NIH HHS F32 GM113404NIGMS NIH HHS R35 GM130387NIH HHS S10 OD024998
6 · The paper itself

Abstract

The direct, catalytic arylation of simple arenes in small excess with aryl bromides is disclosed. The developed method does not require the assistance of directing groups and relies on a synergistic catalytic cycle in which phosphine-ligated silver complexes cleave the aryl C-H bond, while palladium catalysts enable the formation of the biaryl products. Mechanistic experiments, including kinetic isotope effects, competition experiments, and hydrogen-deuterium exchange, support a catalytic cycle in which cleavage of the C-H bond by silver is the rate-determining step.

Indexed as

aryl bromidesC–H activationdirect arylationpalladium and silver catalystssynergistic catalysis

Identifiers

PMID34790433
PMCPMC8594911

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.