Issue 83, 2016
From the journal:

Chemical Communications

The reductive aromatization of tridecacyclene†

Daniel P. Sumy,a   Aaron D. Finkeb  and  Adam C. Whalley*a  

* Corresponding authors

a The University of Vermont, Department of Chemistry, Burlington, Vermont 05405, USA
E-mail: Adam.Whalley@uvm.edu

b Swiss Light Source, Paul Scherrer Institute, 5232 Villigen PSI, Switzerland

Abstract

The radical anion and dianion of tridecacyclene (C48H24, 1) have been prepared by reduction with potassium metal. Analysis of the solid-state structure of the dipotassium salt of the dianion (3) reveals evidence of increased aromatic character within the structure's central 8-membered ring despite preservation of the tub-like shape inherent to its neutral parent.

Graphical abstract: The reductive aromatization of tridecacyclene

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Article information

DOI
https://doi.org/10.1039/C6CC06078A
Article type
Communication
Submitted
22 Jul 2016
Accepted
21 Sep 2016
First published
23 Sep 2016

Chem. Commun., 2016,52, 12368-12371

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The reductive aromatization of tridecacyclene

D. P. Sumy, A. D. Finke and A. C. Whalley, Chem. Commun., 2016, 52, 12368 DOI: 10.1039/C6CC06078A

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