Evidence map›Paper›PMID 32196853›Full record

ArticleAngewandte Chemie (International ed. in English)2020

Catalytic Behavior of Mono-N-Protected Amino-Acid Ligands in Ligand-Accelerated C-H Activation by Palladium(II).

Chase A Salazar, Joseph J Gair, Kaylin N Flesch, Ilia A Guzei, Jared C Lewis, Shannon S Stahl

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing 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

10 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Palladium mono-Chemical science · 2023
    Article
  5. Article
  6. Article
  7. Review
  8. Transition-Metal-Catalyzed Annulations Involving the Activation of C(spAngewandte Chemie (International ed. in English) · 2022
    Review
  9. Article
  10. Sterically Controlled C-H Olefination of Heteroarenes.Angewandte Chemie (International ed. in English) · 2020
    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

6 authors.

Chase A SalazarDepartment of Chemistry, University of Wisconsin-Madison, Madison, WI, 53706, USA.
Joseph J GairDepartment of Chemistry, University of Chicago, Chicago, IL, 60637, USA.ORCID 0000-0002-2139-4702
Kaylin N FleschDepartment of Chemistry, University of Wisconsin-Madison, Madison, WI, 53706, USA.
Ilia A GuzeiDepartment of Chemistry, University of Wisconsin-Madison, Madison, WI, 53706, USA.ORCID 0000-0003-1976-7386
Jared C LewisDepartment of Chemistry, Indiana University, Bloomington, IN, 47405, USA.ORCID 0000-0003-2800-8330
Shannon S StahlDepartment of Chemistry, University of Wisconsin-Madison, Madison, WI, 53706, USA.ORCID 0000-0002-9000-7665

Funding

QExactive (Orbitrap) mass spectrometerS10OD020022 · OD · UNIVERSITY OF WISCONSIN-MADISON · PI VESTLING, MARTHA M · 2015 to 2015
$483k
NIH HHS S10 OD020022
6 · The paper itself

Abstract

Mono-N-protected amino acids (MPAAs) are increasingly common ligands in Pd-catalyzed C-H functionalization reactions. Previous studies have shown how these ligands accelerate catalytic turnover by facilitating the C-H activation step. Here, it is shown that MPAA ligands exhibit a second property commonly associated with ligand-accelerated catalysis: the ability to support catalytic turnover at substoichiometric ligand-to-metal ratios. This catalytic role of the MPAA ligand is characterized in stoichiometric C-H activation and catalytic C-H functionalization reactions. Palladacycle formation with substrates bearing carboxylate and pyridine directing groups exhibit a 50-100-fold increase in rate when only 0.05 equivalents of MPAA are present relative to Pd

Indexed as

Amino AcidsCarbonCatalysisHydrogenLigandsMagnetic Resonance SpectroscopyPalladiumAmino AcidsCarbonHydrogenLigandsPalladiumcarboxylate ligandsC−H activationhomogeneous catalysispalladiumreaction mechanisms

Identifiers

PMID32196853
PMCPMC7311301

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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.