Issue 65, 2012

An experimental estimate of the relative aromaticity of the cyclooctatetraene dianion by fusion to dimethyldihydropyrene

Abstract

The synthesis of the cyclooctatetraene dianion (COT2−) fused at the [e]-position of trans-10b,10c-dimethyl-10b,10c-dihydropyrene (DHP) is described, and by comparison of 1H NMR properties and NICSAv to the analogous benzene fused DHP, the relative aromaticity of the dianion is found to be at least as great as that of benzene, and substantially larger than that of the cyclopentadienide anion.

Graphical abstract: An experimental estimate of the relative aromaticity of the cyclooctatetraene dianion by fusion to dimethyldihydropyrene

  • This article is part of the themed collection: Aromaticity

Supplementary files

Article information

Article type
Communication
Submitted
15 May 2012
Accepted
26 Jun 2012
First published
10 Jul 2012

Chem. Commun., 2012,48, 8144-8146

An experimental estimate of the relative aromaticity of the cyclooctatetraene dianion by fusion to dimethyldihydropyrene

R. H. Mitchell, P. Zhang, D. J. Berg and R. V. Williams, Chem. Commun., 2012, 48, 8144 DOI: 10.1039/C2CC33518B

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