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Angewandte Chemie International Edition
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PubMed Central
Other literature type . 2022
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https://dx.doi.org/10.18452/25...
Article . 2022
License: CC BY NC
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A Planar Five‐Membered Aromatic Ring Stabilized by Only Two π‐Electrons

Authors: Oleksandr Kysliak; Simon H. F. Schreiner; Niklas Grabicki; Phil Liebing; Florian Weigend; Oliver Dumele; Robert Kretschmer;

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

Abstract

AbstractMany 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 Ga5 ring with almost equal gallium–gallium bond lengths, which together with computational and spectroscopic data confirm its aromatic character. Our results prove that aromatic stabilization goes far beyond what has previously been assumed as minimum π‐electron count in a five‐atom ring fragment.

Country
Germany
Keywords

NICS, 540 Chemie und zugeordnete Wissenschaften, Aromaticity, ddc:540, Gallium, Communications, Inorganic Ring Systems

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citations
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
views
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17
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