Evidence map›Paper›PMID 35622985›Full record

ArticleJournal of the American Chemical Society2022

Controlling One- or Two-Electron Oxidation for Selective Amine Functionalization by Alternating Current Frequency.

Disni Gunasekera, Jyoti P Mahajan, Yanick Wanzi, Sachini Rodrigo, Wei Liu, Ting Tan, Long Luo

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2022. 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
7.0field-weighted citation impact, top 2% 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

20 citing papers in PubMed, 71 citations in OpenAlex.

  1. Selective Electrosynthesis of High-Concentration MnAngewandte Chemie (International ed. in English) · 2026
    Article
  2. Review
  3. Article
  4. Article
  5. Floquet States of Chemoselective Alternating Current Electrosynthesis.Journal of the American Chemical Society · 2026
    Article
  6. Article
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  16. Pulsed electrolysis: enhancing primary benzylic C(spOrganic chemistry frontiers : an international journal of organic chemistry · 2024
    Article
  17. Article
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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 2 countries.

Disni GunasekeraDepartment of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.ORCID 0000-0002-6964-8337
Jyoti P MahajanDepartment of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.ORCID 0000-0002-6071-6348
Yanick WanziDepartment of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.
Sachini RodrigoDepartment of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.ORCID 0000-0002-6828-6637
Wei LiuLaboratory of Theoretical and Computational Nanoscience, CAS Center for Excellence in Nanoscience, National Center for Nanoscience and Technology, Chinese Academy of Sciences, Beijing 100190, China.
Ting TanLaboratory of Theoretical and Computational Nanoscience, CAS Center for Excellence in Nanoscience, National Center for Nanoscience and Technology, Chinese Academy of Sciences, Beijing 100190, China.ORCID 0000-0003-3129-8113
Long LuoDepartment of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.ORCID 0000-0001-5771-6892
Wayne State University · USChinese Academy of Sciences · CN

Funding

Alternating Current Electrolysis for Organic SynthesisR35GM142590 · NIGMS · WAYNE STATE UNIVERSITY · PI LUO, LONG · 2021 to 2025
$2.0M
500 MHz NMR SpectrometerS10OD028488 · OD · WAYNE STATE UNIVERSITY · PI ALLEN, MATTHEW J · 2021 to 2021
$600k
NIGMS NIH HHS R35 GM142590NIH HHS S10 OD028488
6 · The paper itself

Abstract

Here, we report a unique electrosynthetic method that enables the selective one-electron oxidation of tertiary amines to generate α-amino radical intermediates over two-electron oxidation to iminium cations, providing easy access to arylation products by simply applying an optimal alternating current (AC) frequency. More importantly, we have discovered an electrochemical descriptor from cyclic voltammetry studies to predict the optimal AC frequency for various amine substrates, circumventing the time-consuming trial-and-error methods for optimizing reaction conditions. This new development in AC electrolysis provides an alternative strategy to solving challenging chemoselectivity problems in synthetic organic chemistry.

Indexed as

AminesElectronsCationsElectrolysisOxidation-ReductionAminesCations

Identifiers

PMID35622985
PMCPMC9199481
OpenAlexW4281684534

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.