Related Experiment Video
Updated: Mar 14, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Aromaticity and Through-Space Interaction between Aromatic Rings in [2.2]Paracyclophanes
Irena Majerz1, Teresa Dziembowska2
1Faculty of Pharmacy, Wroclaw Medical University , Borowska 211a, 50-556 Wroclaw, Poland.
Abstract:
The HOMA index calculated for [2.2]paracyclophanes in the solid state reveals a slight decrease of aromaticity. Interactions between aromatic rings of [2.2]paracyclophane have been investigated using AIM and NCI analysis in both crystal and optimized [2.2]paracyclophane structures. AIM analysis showed that the C···C bond path between the two aromatic rings is present only in few [2.2]paracyclophanes. The NCI approach visualized the dispersion and repulsive interactions between the aromatic rings of every [2.2]paracyclophane. Combination of AIM and the NCI approach is necessary for determining and identifying nonbonded interactions in [2.2]paracyclophanes.
Related Concept Videos
Aromatic Hydrocarbon Anions: Structural Overview
Due to the absence of continuous...
Criteria for Aromaticity and the Hückel 4n + 2 Rule
For the first time, Eric Hückel, a German chemical physicist, derived a set of structural features for a compound to be classified as aromatic. This is now known as Hückel’s rule or the 4n +...
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group...
Frost Circles for Different Conjugated Systems
π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds
Five-Membered Heterocyclic Aromatic Compounds: Overview

![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)