Related Experiment Video
Updated: Nov 19, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Radially π-Extended Pyrrole-Fused Azacoronene: A Series of Crystal Structures of HPHAC with Various Oxidation States
Yoshiki Sasaki1, Masayoshi Takase1, Nagao Kobayashi2
1Graduate School of Science and Engineering, Ehime University, Matsuyama 790-8577, Japan.
Abstract:
Radially π-extended hexapyrrolohexaazacoronene (HPHAC 2) was synthesized in two steps with 2,5-di-tert-butyl-acenaphtho[1,2-c]pyrrole and hexafluorobenzene. Like its parent HPHAC 1a, 2 exhibited reversible oxidation behavior. Crystal structures of not only the neutral and dicationic compounds but also the radical cation were all revealed. While analyzing its peculiar structure, the formation of a 1:1 complex with C60 was observed in solution by NMR and absorption analyses. The spectroscopic analyses of 2 and 1a were performed based on magnetic circular dichroism and theoretical calculations.
Related Concept Videos
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group...
Radicals: Electronic Structure and Geometry
Accordingly, the structure of a trivalent radical lies between the geometries of carbocations and carbanions. An sp2-hybridized carbocation is trigonal planar, while an sp3-hybridized carbanion is trigonal pyramidal. Here, the difference in geometry is...
Five-Membered Heterocyclic Aromatic Compounds: Overview
Aromatic Hydrocarbon Anions: Structural Overview
Due to the absence of continuous...
Frost Circles for Different Conjugated Systems
Woodward–Hoffmann Selection Rules and Microscopic Reversibility
![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)
