Evidence map›Paper›PMID 35593009›Full record

ArticleAngewandte Chemie (International ed. in English)2022

A Planar Five-Membered Aromatic Ring Stabilized by Only Two π-Electrons.

Oleksandr Kysliak, Simon H F Schreiner, Niklas Grabicki, Phil Liebing, Florian Weigend, Oliver Dumele, Robert Kretschmer

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. 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. Nucleophilic Gallyl Anions Enable Ga─Au Bimetallic Ammonia Activation.Angewandte Chemie (International ed. in English) · 2026
    Article
  2. Article
  3. A Planar Five-Membered Aromatic Ring Stabilized by Only Two π-Electrons.Angewandte Chemie (International ed. in English) · 2022
    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.

Oleksandr KysliakInstitute of Inorganic and Analytical Chemistry (IAAC), Friedrich Schiller University Jena, Humboldtstraße 8, 07743, Jena, Germany.
Simon H F SchreinerInstitute of Inorganic and Analytical Chemistry (IAAC), Friedrich Schiller University Jena, Humboldtstraße 8, 07743, Jena, Germany.
Niklas GrabickiDepartment of Chemistry & IRIS Adlershof, Humboldt University Berlin, Brook-Taylor-Straße 2, 12489, Berlin, Germany.
Phil LiebingInstitute of Inorganic and Analytical Chemistry (IAAC), Friedrich Schiller University Jena, Humboldtstraße 8, 07743, Jena, Germany.
Florian WeigendDepartment of Chemistry, Philipps-Universität Marburg, Hans-Meerwein-Str. 4, 35043, Marburg, Germany.
Oliver DumeleDepartment of Chemistry & IRIS Adlershof, Humboldt University Berlin, Brook-Taylor-Straße 2, 12489, Berlin, Germany.
Robert KretschmerInstitute of Inorganic and Analytical Chemistry (IAAC), Friedrich Schiller University Jena, Humboldtstraße 8, 07743, Jena, Germany.ORCID http://orcid.org/0000-0002-7731-3748

Funding

Deutsche Forschungsgemeinschaft KR4782/2-4 & KR4782/3-1Verband der Chemischen Industrie
6 · The paper itself

Abstract

Many chemicals known today are partially or fully aromatic, since a ring framework experiences additional stabilization through the delocalization of π-electrons. While aromatic rings with equal numbers of π-electrons and ring atoms such as benzene are particularly stable, those with the minimally required two π-electrons are very rare and yet remain limited to three- and four-membered rings if not stabilized in the coordination sphere of heavy metals. Here we report the facile synthesis of a dipotassium cyclopentagallene, a unique example of a five-membered aromatic ring stabilized by only two π-electrons. Single-crystal X-ray diffraction revealed a planar Ga

Indexed as

AromaticityGalliumInorganic Ring SystemsNICS

Identifiers

PMID35593009
PMCPMC9401857

What OpenQuestion holds

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LicenceCC BY-NC
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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.