Evidence map›Paper›PMID 30964215›Full record

ArticleAngewandte Chemie (International ed. in English)2019

Oxidizable Ketones: Persistent Radical Cations from the Single-Electron Oxidation of 2,3-Diaminocyclopropenones.

Zack M Strater, Michael Rauch, Steffen Jockusch, Tristan H Lambert

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing 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

5 citing papers in PubMed.

  1. Radical Polarity.Journal of the American Chemical Society · 2024
    Article
  2. A Potent Auto-Umpolung Ligand for Conjugative Radical Stabilization.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023
    Article
  3. Article
  4. Article
  5. 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

4 authors.

Zack M StraterDepartment of Chemistry, Columbia University, New York, NY, 10027, USA.
Michael RauchDepartment of Chemistry, Columbia University, New York, NY, 10027, USA.
Steffen JockuschDepartment of Chemistry, Columbia University, New York, NY, 10027, USA.
Tristan H LambertDepartment of Chemistry, Columbia University, New York, NY, 10027, USA.ORCID http://orcid.org/0000-0002-7720-3290

Funding

CATALYTIC PLATFORMS USING AROMATIC IONS AND OTHER CHARGED SPECIESR35GM127135 · NIGMS · CORNELL UNIVERSITY · PI Tristan H Lambert · 2018 to 2026
$4.4M
Enantioselective Catalysis with CyclopropeniminesR01GM102611 · NIGMS · COLUMBIA UNIV NEW YORK MORNINGSIDE · PI LAMBERT, TRISTAN H · 2013 to 2017
$1.6M
National Institute of General Medical Sciences GM102611National Institute of General Medical Sciences GM127135National Science Foundation DGE-16-44869NIGMS NIH HHS R01 GM102611NIGMS NIH HHS R35 GM127135
6 · The paper itself

Abstract

Single electron oxidation of 2,3-diaminocyclopropenones is shown to give rise to stable diaminocyclopropenium oxyl (DACO) radical cations. Cyclic voltammetry reveals reversible oxidations in the range of +0.70-1.10 V (vs. SCE). Computational, EPR, and X-ray analysis support the view that the oxidized species is best described as a cyclopropenium ion with spin density located on the heteroatom substituents, including 23.5 % on oxygen. The metal-ligand behavior of the DACO radical is also described.

Indexed as

cyclopropeniumligand dissociationO-centered radicalsoxidationradical cations

Identifiers

PMID30964215
PMCPMC6546530

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.