Evidence map›Paper›PMID 37580445›Full record

ArticleNature chemistry2023

C-H···π interactions disrupt electrostatic interactions between non-aqueous electrolytes to increase solubility.

Sharmila Samaroo, Charley Hengesbach, Chase Bruggeman, Nunzio Giorgio G Carducci, Lincoln Mtemeri, Richard J Staples, Thomas Guarr, David P Hickey

Abstract read
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In one paragraph

Article in Nature chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. High-Energy Aqueous Sulfur Battery Chemistry.Advanced materials (Deerfield Beach, Fla.) · 2026
    Article
  2. Article
  3. Article
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  5. Article
  6. Revisiting the Most Stable Structures of the Benzene Dimer.International journal of molecular sciences · 2024
    Article
  7. 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

8 authors.

Sharmila SamarooDepartment of Chemical Engineering and Materials Science, Michigan State University, East Lansing, MI, USA.
Charley HengesbachMichigan State University Bioeconomy Institute, Michigan State University, Holland, MI, USA.
Chase BruggemanDepartment of Chemical Engineering and Materials Science, Michigan State University, East Lansing, MI, USA.
Nunzio Giorgio G CarducciDepartment of Chemical Engineering and Materials Science, Michigan State University, East Lansing, MI, USA.ORCID http://orcid.org/0000-0002-4294-2421
Lincoln MtemeriDepartment of Chemical Engineering and Materials Science, Michigan State University, East Lansing, MI, USA.
Richard J StaplesDepartment of Chemistry, Michigan State University, East Lansing, MI, USA.ORCID http://orcid.org/0000-0003-2760-769X
Thomas GuarrMichigan State University Bioeconomy Institute, Michigan State University, Holland, MI, USA. guarrt@msu.edu.ORCID http://orcid.org/0000-0001-6117-8214
David P HickeyDepartment of Chemical Engineering and Materials Science, Michigan State University, East Lansing, MI, USA. hickeyd6@msu.edu.ORCID http://orcid.org/0000-0002-5297-6895

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Grid-scale energy storage applications, such as redox flow batteries, rely on the solubility of redox-active organic molecules. Although redox-active pyridiniums exhibit exceptional persistence in multiple redox states at low potentials (desirable properties for energy storage applications), their solubility in non-aqueous media remains low, and few practical molecular design strategies exist to improve solubility. Here we convey the extent to which discrete, attractive interactions between C-H groups and π electrons of an aromatic ring (C-H···π interactions) can describe the solubility of N-substituted pyridinium salts in a non-aqueous solvent. We find a direct correlation between the number of C-H···π interactions for each pyridinium salt and its solubility in acetonitrile. The correlation presented in this work highlights a consequence of disrupting strong electrostatic interactions with weak dispersion interactions, showing how minimal structural change can dramatically impact pyridinium solubility.

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Registered trials

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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.