Original scientific paper

https://doi.org/10.5562/cca1846

Correlations between Topological Ring-Currents, π-Electron Partitions, and Six-Centre Delocalisation Indices in Benzenoid Hydrocarbons

Alexandru T. Balaban ; Texas A&M University at Galveston, 5007 Avenue U, Galveston, Texas 77551, United States of America
Roger B. Mallion ; School of Physical Sciences, University of Kent, Canterbury CT2 7NH, England, United Kingdom

Abstract

Comparison is made between three different indices that characterise the individual rings of a wide range of condensed benzenoid hydrocarbons. Two of these ("π-electron partitions" and the six-centre delocalisation-indices that have been called "Δ6-values") have been introduced only recently as potential indicators of what might be called "local aromaticity", whilst the third ("topological π-electron ring-currents") was suggested as a possible discriminator in this regard nearly fifty years ago. Whilst linear correlations between ring currents and π-electron partitions within certain restricted classes of ring types are good (with correlation coefficients of up to 0.998), agreement between the two indices over all classes of ring types is poor. Predictions arising from a consideration of π-electron partitions and Δ6-values seem, on the other hand, to be in somewhat better accord. It is therefore concluded that, despite its superficially intuitive appeal, the ring-current index is out of step both with π-electron partitions and Δ6-values as a general indicator of so-called "local aromaticity". (doi: 10.5562/cca1846)

Keywords

topological ring-current; π-electron partitions; delocalisation indices; benzenoid hydrocarbons; local aromaticity

Hrčak ID:

80411

URI

https://hrcak.srce.hr/80411

Publication date:

30.4.2012.

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