Evidence map›Paper›PMID 28786686›Full record

ArticleJournal of the American Chemical Society2017

Detection of Fleeting Amine Radical Cations and Elucidation of Chain Processes in Visible-Light-Mediated [3 + 2] Annulation by Online Mass Spectrometric Techniques.

Yi Cai, Jiang Wang, Yuexiang Zhang, Zhi Li, David Hu, Nan Zheng, Hao Chen

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.

0numbers the graph read from it
0cells of the map it votes in
21citing papers in PubMed
4.7field-weighted citation impact, top 4% 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

21 citing papers in PubMed, 99 citations in OpenAlex.

  1. Article
  2. Deconstructive Radical-Radical Coupling for Programmable Remote Acylation.Angewandte Chemie (International ed. in English) · 2025
    Article
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  4. Article
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  6. Review
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  10. Review
  11. Article
  12. Article
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  14. Article
  15. Absolute Quantitation of Oxidizable Peptides by Coulometric Mass Spectrometry.Journal of the American Society for Mass Spectrometry · 2019
    Article
  16. Review
  17. A New Quantification Method Using Electrochemical Mass Spectrometry.Journal of the American Society for Mass Spectrometry · 2019
    Article
  18. Article
  19. Dirhodium(II)-catalyzed [3 + 2] cycloaddition ofBeilstein journal of organic chemistry · 2019
    Article
  20. 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

7 authors at 2 institutions in 1 country.

Yi CaiDepartment of Chemistry and Biochemistry, Center of Intelligent Chemical Instrumentation, Edison Biotechnology Institute, Ohio University , Athens, Ohio 45701, United States.
Jiang WangDepartment of Chemistry and Biochemistry, University of Arkansas , Fayetteville, Arkansas 72701, United States.
Yuexiang ZhangDepartment of Chemistry and Biochemistry, Center of Intelligent Chemical Instrumentation, Edison Biotechnology Institute, Ohio University , Athens, Ohio 45701, United States.
Zhi LiDepartment of Chemistry and Biochemistry, Center of Intelligent Chemical Instrumentation, Edison Biotechnology Institute, Ohio University , Athens, Ohio 45701, United States.
David HuDepartment of Chemistry and Biochemistry, Center of Intelligent Chemical Instrumentation, Edison Biotechnology Institute, Ohio University , Athens, Ohio 45701, United States.
Nan ZhengDepartment of Chemistry and Biochemistry, University of Arkansas , Fayetteville, Arkansas 72701, United States.ORCID 0000-0002-0128-2877
Hao ChenDepartment of Chemistry and Biochemistry, Center of Intelligent Chemical Instrumentation, Edison Biotechnology Institute, Ohio University , Athens, Ohio 45701, United States.ORCID 0000-0001-8090-8593
Biotechnology Institute · USUniversity of Arkansas at Fayetteville · US

Funding

Center for Protein Structure and FunctionP30GM103450 · NIGMS · UNIVERSITY OF ARKANSAS AT FAYETTEVILLE · PI MILLETT, FRANCIS S · 2012 to 2014
$3.2M
NIGMS NIH HHS P30 GM103450
6 · The paper itself

Abstract

Visible-light-mediated photoredox reactions have recently emerged as a powerful means for organic synthesis and thus have generated significant interest from the organic chemistry community. Although the mechanisms of these reactions have been probed by a number of techniques such as NMR, fluorescence quenching, and laser flash photolysis and various degrees of success has been achieved, mechanistic ambiguity still exists (for instance, the involvement of the chain mechanism is still under debate) because of the lack of structural information about the proposed and short-lived intermediates. Herein, we present the detection of transient amine radical cations involved in the intermolecular [3 + 2] annulation reaction of N-cyclopropylaniline (CPA, 1) and styrene 2 by electrospray ionization mass spectrometry (ESI-MS) in combination with online laser irradiation of the reaction mixture. In particular, the reactive CPA radical cation 1

Indexed as

LightAminesCatalysisCationsOxidation-ReductionQuantum TheorySpectrometry, Mass, Electrospray IonizationAminesCations

Identifiers

PMID28786686
PMCPMC5589270
OpenAlexW2742657768

What OpenQuestion holds

Textmetadata
LicenceTDM
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.