Evidence map›Paper›PMID 23565982›Full record

ReviewThe Journal of organic chemistry2013

Developing ligands for palladium(II)-catalyzed C-H functionalization: intimate dialogue between ligand and substrate.

Keary M Engle, Jin-Quan Yu

Abstract readReview
In one paragraph

Review in The Journal of organic chemistry, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 73 papers.

0numbers the graph read from it
0cells of the map it votes in
73citing 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

73 citing papers in PubMed.

  1. Alkyl-to-Alkyl Palladium Migration Enables Remote C-C Bond Formation.Journal of the American Chemical Society · 2026
    Article
  2. Review
  3. Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. β- and γ-C(spAngewandte Chemie (International ed. in English) · 2023
    Article
  11. Article
  12. Palladium-Catalyzed Enantioselective β-C(spAccounts of chemical research · 2022
    Article
  13. Site-Selective Pd-Catalyzed C(spChemistry (Weinheim an der Bergstrasse, Germany) · 2021
    Article
  14. Review
  15. Article
  16. Temperature-modulated selective C(spChemical science · 2020
    Article
  17. Article
  18. Salient features of theChemical science · 2020
    Review
  19. Review
  20. Article

13 more citing papers are in PubMed but not listed here.

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

2 authors.

Keary M EngleDepartment of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Jin-Quan Yu

Funding

Ligand-promoted Enantioselective C-H Activation ReactionsR01GM084019 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI YU, JIN-QUAN · 2008 to 2024
$9.5M
Catalyst-Controlled Site-Selective C-H Functionalizations of Arenes and HeteroarenesR01GM102265 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI YU, JIN-QUAN · 2012 to 2023
$4.6M
NIGMS NIH HHS 1 R01 GM084019-04NIGMS NIH HHS 1 R01 GM102265-01NIGMS NIH HHS R01 GM084019NIGMS NIH HHS R01 GM102265
6 · The paper itself

Abstract

Homogeneous transition-metal-catalyzed reactions are indispensable to all facets of modern chemical synthesis. It is thus difficult to imagine that for much of the early 20th century, the reactivity and selectivity of all known homogeneous metal catalysts paled in comparison to their heterogeneous and biological counterparts. In the intervening decades, advances in ligand design bridged this divide, such that today some of the most demanding bond-forming events are mediated by ligand-supported homogeneous metal species. While ligand design has propelled many areas of homogeneous catalysis, in the field of Pd(II)-catalyzed C-H functionalization, suitable ligand scaffolds are lacking, which has hampered the development of broadly practical transformations based on C-H functionalization logic. In this Perspective, we offer an account of our research employing three ligand scaffolds, mono-N-protected amino acids, 2,6-disubstituted pyridines, and 2,2'-bipyridines, to address challenges posed by several synthetically versatile substrate classes. Drawing on this work, we discuss principles of ligand design, such as the need to match a ligand to a particular substrate class, and how ligand traits such as tunability and modularity can be advantageous in reaction discovery.

Indexed as

Amino AcidsCatalysisLigandsMolecular StructureOrganometallic CompoundsPalladiumPyridinesAmino AcidsLigandsOrganometallic CompoundsPalladiumPyridines

Identifiers

PMID23565982
PMCPMC3779523

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.