Evidence map›Paper›PMID 30733447›Full record

ArticleNature communications2019

Electrooxidative para-selective C-H/N-H cross-coupling with hydrogen evolution to synthesize triarylamine derivatives.

Kun Liu, Shan Tang, Ting Wu, Shengchun Wang, Minzhu Zou, Hengjiang Cong, Aiwen Lei

Abstract read
In one paragraph

Article in Nature communications, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.

0numbers the graph read from it
0cells of the map it votes in
31citing 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

31 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Electrochemical Approach to Organonitrogen Compounds via C-N Coupling.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025
    Review
  6. Article
  7. Article
  8. Article
  9. Site-Selective Electrochemical Arene C-H Amination.Journal of the American Chemical Society · 2024
    Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Metal-free C-3 selective C(spRSC advances · 2023
    Article
  15. Review
  16. Article
  17. Review
  18. Iron-Catalyzed Oxidative C-O and C-N Coupling Reactions Using Air as Sole Oxidant.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  19. OThe Journal of organic chemistry · 2022
    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.

Kun LiuCollege of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University, Wuhan, 430072, P.R. China.
Shan TangCollege of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University, Wuhan, 430072, P.R. China.
Ting WuCollege of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University, Wuhan, 430072, P.R. China.
Shengchun WangCollege of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University, Wuhan, 430072, P.R. China.
Minzhu ZouCollege of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University, Wuhan, 430072, P.R. China.
Hengjiang CongCollege of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University, Wuhan, 430072, P.R. China.ORCID http://orcid.org/0000-0002-9225-0095
Aiwen LeiCollege of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University, Wuhan, 430072, P.R. China. aiwenlei@whu.edu.cn.

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Oxidative C-H/N-H cross-coupling is one of the most atom-economical methods for the construction of C-N bonds. However, traditional oxidative C-H/N-H cross-coupling either required the use of strong oxidants or high reaction temperature, which makes it difficult to tolerate redox active functional groups. Herein we describe an external chemical oxidant-free electrooxidative C-H/N-H cross-coupling between electron-rich arenes and diarylamine derivatives. Under undivided electrolytic conditions, a series of triarylamine derivatives are produced from electron-rich arenes and diarylamine derivatives with high functional group tolerance. Both of the coupling partners are redox active in oxidative C-H/N-H cross-coupling, which enables high regioselectivity in C-N bond formation. Exclusive para-selectivity is observed for the coupling with anilines.

Identifiers

PMID30733447
PMCPMC6367370

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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.