Evidence map›Paper›PMID 22097946›Full record

ArticleJournal of the American Chemical Society2012

Improved ruthenium catalysts for Z-selective olefin metathesis.

Benjamin K Keitz, Koji Endo, Paresma R Patel, Myles B Herbert, Robert H Grubbs

Erratum issuedAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 60 papers.

0numbers the graph read from it
0cells of the map it votes in
60citing 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

60 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Review
  5. Article
  6. Article
  7. Accessing Z-Enynes via Cobalt-Catalyzed Propargylic Dehydrogenation.Angewandte Chemie (International ed. in English) · 2024
    Article
  8. Mechanism ofJournal of the American Chemical Society · 2024
    Article
  9. Stereoselective Copper-Catalyzed Olefination of Imines.Angewandte Chemie (International ed. in English) · 2024
    Article
  10. Article
  11. Unexpected Latency ofOrganometallics · 2023
    Article
  12. Article
  13. Journal of the American Chemical Society · 2023
    Article
  14. Review
  15. Enantio- andScience advances · 2023
    Article
  16. Atroposelective Arene-Forming Alkene Metathesis.Angewandte Chemie (International ed. in English) · 2022
    Article
  17. Article
  18. Review
  19. Article
  20. Review
4 · The record

Corrections and comments

  • Erratum issued
5 · Who and what money

Authors and funding

5 authors.

Benjamin K KeitzArnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
Koji Endo
Paresma R Patel
Myles B Herbert
Robert H Grubbs

Funding

REAGENTS FOR ORGANIC SYNTHESIS BASED ON TRANSITION METALR01GM031332 · NIGMS · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI GRUBBS, ROBERT HOWARD · 1985 to 2016
$6.1M
400 MHz Nuclear Magnetic Resonance SpectrometerS10RR027690 · NCRR · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI VANDERVELDE, DAVID G · 2010 to 2010
$315k
NCRR NIH HHS RR027690NCRR NIH HHS S10 RR027690NIGMS NIH HHS 5R01GM031332-27NIGMS NIH HHS R01 GM031332
6 · The paper itself

Abstract

Several new C-H-activated ruthenium catalysts for Z-selective olefin metathesis have been synthesized. Both the carboxylate ligand and the aryl group of the N-heterocyclic carbene have been altered and the resulting catalysts evaluated using a range of metathesis reactions. Substitution of bidentate with monodentate X-type ligands led to a severe attenuation of metathesis activity and selectivity, while minor differences were observed between bidentate ligands within the same family (e.g., carboxylates). The use of nitrato-type ligands in place of carboxylates afforded a significant improvement in metathesis activity and selectivity. With these catalysts, turnover numbers approaching 1000 were possible for a variety of cross-metathesis reactions, including the synthesis of industrially relevant products.

Indexed as

AlkenesCatalysisKineticsRutheniumStereoisomerismSubstrate SpecificityAlkenesRuthenium

Identifiers

PMID22097946
PMCPMC3257350

What OpenQuestion holds

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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.