Evidence map›Paper›PMID 34282306›Full record

ArticleNature chemistry2021

Isolation of a triplet benzene dianion.

Colin A Gould, Jonathan Marbey, Veacheslav Vieru, David A Marchiori, R David Britt, Liviu F Chibotaru, Stephen Hill, Jeffrey R Long

Abstract read
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In one paragraph

Article in Nature chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.

0numbers the graph read from it
0cells of the map it votes in
14citing 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

14 citing papers in PubMed.

  1. Review
  2. Reductive Activation of White Phosphorus to [PAngewandte Chemie (International ed. in English) · 2026
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  4. Craig Excited-State Aromaticity in Metallabenzenes: How, When, and Why?Journal of the American Chemical Society · 2026
    Article
  5. Article
  6. Article
  7. ηJournal of the American Chemical Society · 2025
    Article
  8. Article
  9. Article
  10. Tetraphenylpentalenide organolanthanide complexes.Chemical communications (Cambridge, England) · 2024
    Article
  11. Chemical science · 2024
    Article
  12. Article
  13. Aromaticity rules.Nature chemistry · 2022
    Article
  14. 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.

Colin A GouldDepartment of Chemistry, University of California, Berkeley, CA, USA.ORCID http://orcid.org/0000-0001-9539-1582
Jonathan MarbeyNational High Magnetic Field Laboratory, Florida State University, Tallahassee, FL, USA.
Veacheslav VieruTheory of Nanomaterials Group, Katholieke Universiteit Leuven, Leuven, Belgium.ORCID http://orcid.org/0000-0001-6375-4537
David A MarchioriDepartment of Chemistry, University of California, Davis, CA, USA.ORCID http://orcid.org/0000-0001-9738-3674
R David BrittDepartment of Chemistry, University of California, Davis, CA, USA.ORCID http://orcid.org/0000-0003-0889-8436
Liviu F ChibotaruTheory of Nanomaterials Group, Katholieke Universiteit Leuven, Leuven, Belgium.
Stephen HillNational High Magnetic Field Laboratory, Florida State University, Tallahassee, FL, USA.ORCID http://orcid.org/0000-0001-6742-3620
Jeffrey R LongDepartment of Chemistry, University of California, Berkeley, CA, USA. jrlong@berkeley.edu.ORCID http://orcid.org/0000-0002-5324-1321

Funding

Supplement:Spectroscopy Investigations of Metalloenzyme MechanismsR35GM126961 · NIGMS · UNIVERSITY OF CALIFORNIA AT DAVIS · PI R. David Britt · 2018 to 2026
$3.7M
Acquisition of a Cryoprobe and Related Accessories for a 600 MHz NMR Spectrometer to Support Health Research Activities at the University of California, BerkeleyS10OD024998 · OD · UNIVERSITY OF CALIFORNIA BERKELEY · PI HARTWIG, JOHN F · 2018 to 2018
$265k
NIGMS NIH HHS R35 GM126961NIH HHS S10 OD024998
6 · The paper itself

Abstract

Baird's rule predicts that molecules with 4n π electrons should be aromatic in the triplet state, but the realization of simple ring systems with such an electronic ground state has been stymied by these molecules' tendency to distort into structures bearing a large singlet-triplet gap. Here, we show that the elusive benzene diradical dianion can be stabilized through creation of a binucleating ligand that enforces a tightly constrained inverse sandwich structure and direct magnetic exchange coupling. Specifically, we report the compounds [K(18-crown-6)(THF)

Indexed as

AnionsBenzeneCrystallography, X-RayElectron Spin Resonance SpectroscopyLigandsMagnetic Resonance SpectroscopyMolecular StructureAnionsBenzeneLigands

Identifiers

What OpenQuestion holds

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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.