Evidence map›Paper›PMID 24772001›Full record

ArticleEuropean journal of organic chemistry2013

Generation of Trityl Radicals by Nucleophilic Quenching of Tris(2,3,5,6-tetrathiaaryl)methyl Cations and Practical and Convenient Large-Scale Synthesis of Persistent Tris(4-carboxy-2,3,5,6-tetrathiaaryl)methyl Radical.

Olga Yu Rogozhnikova, Vladimir G Vasiliev, Tatiana I Troitskaya, Dmitry V Trukhin, Tatiana V Mikhalina, Howard J Halpern, Victor M Tormyshev

Abstract read
In one paragraph

Article in European 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 20 papers.

0numbers the graph read from it
0cells of the map it votes in
20citing 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

20 citing papers in PubMed.

  1. Article
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  5. Article
  6. Article
  7. Compaction of RNA Duplexes in the Cell*.Angewandte Chemie (International ed. in English) · 2020
    Article
  8. AAngewandte Chemie (International ed. in English) · 2020
    Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Feasibility of in vivo three-dimensional TMagma (New York, N.Y.) · 2017
    Article
  14. Triarylmethyl Radicals: EPR Study ofZeitschrift fur physikalische Chemie (Frankfurt am Main, Germany) · 2017
    Article
  15. Article
  16. Article
  17. Facile and High-Yielding Synthesis of TAM Biradicals and Monofunctional TAM Radicals.Synlett : accounts and rapid communications in synthetic organic chemistry · 2016
    Article
  18. Article
  19. 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.

Olga Yu RogozhnikovaVorozhtsov Novosibirsk Institute of Organic Chemistry, 9 Acad. M.A. Lavrentjev Ave., Novosibirsk 630090, Russia.
Vladimir G VasilievVorozhtsov Novosibirsk Institute of Organic Chemistry, 9 Acad. M.A. Lavrentjev Ave., Novosibirsk 630090, Russia.
Tatiana I TroitskayaVorozhtsov Novosibirsk Institute of Organic Chemistry, 9 Acad. M.A. Lavrentjev Ave., Novosibirsk 630090, Russia.
Dmitry V TrukhinVorozhtsov Novosibirsk Institute of Organic Chemistry, 9 Acad. M.A. Lavrentjev Ave., Novosibirsk 630090, Russia.
Tatiana V MikhalinaVorozhtsov Novosibirsk Institute of Organic Chemistry, 9 Acad. M.A. Lavrentjev Ave., Novosibirsk 630090, Russia.
Howard J HalpernThe Center for EPR Imaging in vivo Physiology, Department of Radiation and Cellular Oncology, the University of Chicago, Chicago, IL 60637, USA.
Victor M TormyshevVorozhtsov Novosibirsk Institute of Organic Chemistry, 9 Acad. M.A. Lavrentjev Ave., Novosibirsk 630090, Russia ; Department of Natural Sciences, Novosibirsk State University, 2 Pirogov St., Novosibirsk 630090, Russia.

Funding

Very Low Frequency EPR Imaging in Vivo Phisiology P41 EB02034P41EB002034 · NIBIB · UNIVERSITY OF CHICAGO · PI HALPERN, HOWARD J · 2003 to 2017
$16.1M
Radiation Biology of EPR Oxygen ImagesR01CA098575 · NCI · UNIVERSITY OF CHICAGO · PI HALPERN, HOWARD J · 2003 to 2022
$4.5M
NCI NIH HHS R01 CA098575NIBIB NIH HHS P41 EB002034
6 · The paper itself

Abstract

Tris(2,3,5,6-tetrathiaaryl)methyl cations, which were generated from the corresponding triarylmethanols in the presence of strong acids, underwent reaction with nucleophiles to give trityl radicals, as the product of a one-electron reduction of the carbocation. Depending on the nature of the nucleophile, the only byproducts were either diamagnetic quinone methides or asymmetrical monosubstituted trityl radicals. Herein, we report a protocol for the large-scale synthesis of the Finland trityl, which has the advantage of high overall yield and reproducibility.

Indexed as

CarbocationsQuinonesRadicalsReaction mechanismsSynthesis design

Identifiers

PMID24772001
PMCPMC3998730

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.