Further test of the isolated pentagon rule: Thermodynamic and kinetic stabilities of C₈₄ fullerene isomers

Abstract

Thermodynamic and kinetic stabilities of 73 C84 fullerene isomers were estimated from the MM3 heats of formation and the recently defined bond resonance energies (BREs), respectively. The BRE represents the contribution of a given π bond in a molecule to the topological resonance energy (TRE). All π bonds shared by two pentagons turned out to be highly reactive without exceptions. C84 fullerene isomers with such π bonds must be incapable of survival during harsh synthetic processes. Thus, the isolated pentagon rule (IPR) proved to be applicable to such large fullerene cages. For sufficiently large fullerenes like C84, some isolated‐pentagon isomers are also predicted to be very unstable with highly antiaromatic π bonds. © 1996 by John Wiley & Sons, Inc.

Novel Carboxylic Acid Functionalized Dendronized Polymer: A Homogeneous, Reusable Metal Free Acid Catalyst for the Synthesis of Symmetric and Unsymmetric Xanthene Derivatives

“…The HOMO‐LUMO energy gap characterizes the chemical reactivity and kinetic stability. A molecule with a small frontier orbital gap is associated with high chemical reactivity and low kinetic stability [47,48] . The HOMO‐LUMO energy levels obtained by the B3LYP/6‐31G level of theory are shown in Figure 4.…”

“…A molecule with a small frontier orbital gap is associated with high chemical reactivity and low kinetic stability. [47,48] The HOMO-LUMO energy levels obtained by the B3LYP/6-31G level of theory are shown in Figure 4. The energy values of HOMO and LUMO levels are À 5.757 eV and À 2.723 eV respectively.…”

Quantum Chemistry of Cocaine and its Isomers I: Energetics, Reactivity and Solvation

“…It is well established [30][31][32][33][34][35][36][37][38] that a given molecule's kinetic stability and chemical reactivity is mainly related to the energy gap between the frontier molecular orbitals, known as HOMO and LUMO orbitals. Fig.…”

Pentaeritritol Tetranitratın Patlama Parametreleri ve Farklı Çözücülerdeki Bazı Yapı Tanımlayıcıları - Hesaplamalı Çalışma

“…In the case of 2 atoms that have a covalent bond, the electronegative one will attract strongly the shared electrons. The chemical hardness value of a compound is known to be related to its kinetic stability [83,84] and it is recognized that the harder compounds have higher kinetic stability [44,85,86].…”