Evidence map›Paper›PMID 38997250›Full record

ArticleNature communications2024

Demethylation C-C coupling reaction facilitated by the repulsive Coulomb force between two cations.

Xiaoping Zhang, Keke Huang, Yanlin Fu, Ni Zhang, Xianglei Kong, Yuanyuan Cheng, Mingyu Zheng, Yihao Cheng, Tenggao Zhu, Bina Fu and 2 more

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Article
  2. Article
  3. Accelerated and Green Synthesis ofJournal of the American Chemical Society · 2026
    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

12 authors.

Xiaoping Zhang *Jiangxi Key Laboratory for Mass Spectrometry and Instrumentation, East China University of Technology, Nanchang, 330013, P. R. China.
Keke Huang *State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, Jilin University, Changchun, 130012, P. R. China.
Yanlin Fu *State Key Laboratory of Molecular Reaction Dynamics, Center for Theoretical and Computational Chemistry, Dalian Institution of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.ORCID http://orcid.org/0000-0001-5507-7361
Ni ZhangSchool of Pharmacy, Jiangxi University of Chinese Medicine, Nanchang, 330004, P. R. China.
Xianglei KongState Key Laboratory of Elemento-organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071, P. R. China.ORCID http://orcid.org/0000-0002-8736-6018
Yuanyuan ChengJiangxi Key Laboratory for Mass Spectrometry and Instrumentation, East China University of Technology, Nanchang, 330013, P. R. China.
Mingyu ZhengJiangxi Key Laboratory for Mass Spectrometry and Instrumentation, East China University of Technology, Nanchang, 330013, P. R. China.
Yihao ChengJiangxi Key Laboratory for Mass Spectrometry and Instrumentation, East China University of Technology, Nanchang, 330013, P. R. China.
Tenggao ZhuSchool of Pharmacy, Jiangxi University of Chinese Medicine, Nanchang, 330004, P. R. China.
Bina FuState Key Laboratory of Molecular Reaction Dynamics, Center for Theoretical and Computational Chemistry, Dalian Institution of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China. bina@dicp.ac.cn.ORCID http://orcid.org/0000-0003-1568-0259
Shouhua FengState Key Laboratory of Inorganic Synthesis and Preparative Chemistry, Jilin University, Changchun, 130012, P. R. China. shfeng@jlu.edu.cn.ORCID http://orcid.org/0000-0001-6888-068X
Huanwen ChenJiangxi Key Laboratory for Mass Spectrometry and Instrumentation, East China University of Technology, Nanchang, 330013, P. R. China. chw8868@gmail.com.ORCID http://orcid.org/0000-0003-0576-0415

Funding

Jiangxi Provincial Department of Science and Technology (Department of Science and Technology, Jiangxi Province) 20203BDH80W010National Natural Science Foundation of China (National Science Foundation of China) 21520102007
6 · The paper itself

Abstract

Carbon chain elongation (CCE) is normally carried out using either chemical catalysts or bioenzymes. Herein we demonstrate a catalyst-free approach to promote demethylation C-C coupling reactions for advanced CCE constructed with functional groups under ambient conditions. Accelerated by the electric field, two organic cations containing a methyl group (e.g., ketones, acids, and aldehydes) approach each other with such proximity that the energy of the repulsive Coulomb interaction between these two cations exceeds the bond energy of the methyl group. This results in the elimination of a methyl cation and the coupling of the residual carbonyl carbon groups. As confirmed by high-resolution mass spectrometry and isotope-labeling experiments, the C-C coupling reactions (yields up to 76.5%) were commonly observed in the gas phase or liquid phase, for which the mechanism was further studied using molecular dynamics simulations and stationary-point calculations, revealing deep insights and perspectives of chemistry.

Identifiers

PMID38997250
PMCPMC11245495

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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.