Evidence map›Paper›PMID 26166022›Full record

ArticleJournal of the American Chemical Society2015

Catalytic Alkene Carboaminations Enabled by Oxidative Proton-Coupled Electron Transfer.

Gilbert J Choi, Robert R Knowles

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 71 papers.

0numbers the graph read from it
0cells of the map it votes in
71citing papers in PubMed
12.7field-weighted citation impact, top 1% of its field
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

71 citing papers in PubMed, 295 citations in OpenAlex.

  1. Article
  2. Review
  3. Article
  4. Plasmonic Hot-Carrier Redox Enables Proton-Coupled Electron Transfer at C─H Bonds.Angewandte Chemie (International ed. in English) · 2026
    Article
  5. Article
  6. Article
  7. Trisubstituted Alkenes as Valuable Building Blocks.Molecules (Basel, Switzerland) · 2025
    Review
  8. Article
  9. Article
  10. Review
  11. Article
  12. Article
  13. Article
  14. Article
  15. Photocatalytic α-alkylation of carbamates with vinyl azaarenes.ARKIVOC : free online journal of organic chemistry · 2024
    Article
  16. Article
  17. Article
  18. Article
  19. Article
  20. Review

11 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 at 1 institution in 1 country.

Gilbert J ChoiDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.
Robert R KnowlesDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.
Princeton University · US

Funding

Proton-Coupled Electron Transfer in Organic Synthesis and Asymmetric CatalysisR01GM113105 · NIGMS · PRINCETON UNIVERSITY · PI KNOWLES, ROBERT R · 2015 to 2019
$1.4M
NIGMS NIH HHS R01 GM113105
6 · The paper itself

Abstract

Here we describe a dual catalyst system comprised of an iridium photocatalyst and weak phosphate base that is capable of both selectively homolyzing the N-H bonds of N-arylamides (bond dissociation free energies ∼ 100 kcal/mol) via concerted proton-coupled electron transfer (PCET) and mediating efficient carboamination reactions of the resulting amidyl radicals. This manner of PCET activation, which finds its basis in numerous biological redox processes, enables the formal homolysis of a stronger amide N-H bond in the presence of weaker allylic C-H bonds, a selectivity that is uncommon in conventional molecular H atom acceptors. Moreover, this transformation affords access to a broad range of structurally complex heterocycles from simple amide starting materials. The design, synthetic scope, and mechanistic evaluation of the PCET process are described.

Indexed as

ProtonsAlkenesAminationCatalysisElectron TransportIridiumPhosphatesThermodynamicsAlkenesIridiumPhosphatesProtons

Identifiers

PMID26166022
PMCPMC4643263
OpenAlexW2272976663

What OpenQuestion holds

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Read underepoch 390

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.