Related Experiment Video
Updated: Jun 4, 2026

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Aromaticity and kinetic stability of fullerene C₃₆ isomers and their molecular ions
1College of Chemistry & Chemical Engineering, Xinjiang University, Urumqi 830046, People's Republic of China. ablikim.kerim@163.com
Abstract:
The aromatic character of fullerene C(36) isomers was examined by the Hess-Schaad resonance energy (HSRE), topological resonance energy (TRE) and the percentage topological resonance energy (%TRE) models. According to the nucleus-independent chemical shift (NICS) at the cage center, C(36) fullerene isomers must be highly aromatic with negative values. However, they are predicted to be antiaromatic with negative HSREs and negative TREs. The TRE method revealed that they all are aromatized by acquiring two or more electrons. NICSs at the cage center and the 2(N + 1)(2) rule cannot be used as an indicator of the aromatic stabilization for C(36) isomers and their molecular ions. We utilized the bond resonance energy (BRE) model to estimate the kinetic stability of C(36) isomers and their molecular ions. C(36) isomers are only stabilized kinetically in penta- and hexavalent molecular anions. All the results indicate that aromaticity and kinetic stability are closely related to the cyclic motion of π electrons.
More Related Videos
Related Concept Videos
Stability of Substituted Cyclohexanes
The two chair conformations of cyclohexanes undergo rapid interconversion at room temperature. Both forms have identical energies and stabilities, each comprising equal amounts of the equilibrium mixture. Replacing a hydrogen atom with a functional group makes the two conformations energetically non-equivalent.
For example, in...
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group with both...
Frost Circles for Different Conjugated Systems
Aromatic Hydrocarbon Anions: Structural Overview
Due to the absence of continuous overlap of p...
Stereoisomerism of Cyclic Compounds
π Molecular Orbitals of the Allyl Cation and Anion

