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Updated: Aug 7, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Multidimensional description of the aromaticity in planar five-membered NSNS ring systems
Joris Van Droogenbroeck1, Christian Van Alsenoy, Frank Blockhuys
1University of Antwerp, Departement of Chemistry, Universiteitsplein 1, B-2610 Wilrijk, Belgium.
Abstract:
The effect of the ring-closing fragment on the aromaticity of planar five-membered rings containing an NSNS fragment is investigated systematically. The influence of changing the group or period number of the ring-closing atom is studied as well as the effect of a substituent on this ring-closing element. Two sets of four five-membered ring systems were investigated. To reach a multidimensional description of the aromaticity, a robust set of geometrical, magnetic and energetic aromaticity criteria were combined. pi-Electron populations based on the stockholder scheme were calculated and lead to a quantity that correlates to the other aromaticity criteria. A third set of molecules was introduced to verify the conclusions.
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