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Issue 14, 2014
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Aromaticity in transition structures

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Aromaticity is an essential concept in chemistry, employed to account for the unusual stability, reactivity, molecular structures, and other properties of many unsaturated organic compounds. This concept was later extended to inorganic molecules and to saturated systems with mobile electrons, as well as to transition structures, the focus of the present review. Although transition structures are inherently delocalized, not all exhibit aromaticity. We contrast here examples of pericyclic reaction transition structures (where aromaticity is significant) with those for illustrative pseudo-pericyclic reactions (where aromaticity is less or not important). Non-pericyclic reactions may also have aromatic transition structures. State-of-the-art computational methods to evaluate the aromaticity of transition structures are described briefly.

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Article information

09 Jan 2014
First published
18 Mar 2014

Chem. Soc. Rev., 2014,43, 4909-4921
Article type
Tutorial Review
Author version available

Aromaticity in transition structures

P. V. R. Schleyer, J. I. Wu, F. P. Cossío and I. Fernández, Chem. Soc. Rev., 2014, 43, 4909
DOI: 10.1039/C4CS00012A

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