Inversion barrier of corannulene. A benchmark for bowl-to-bowl inversions in fullerene fragments

P. U. Biedermann, S. Pogodin, I. Agranat*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

60 Scopus citations

Abstract

In a systematic ab initio study, the Hartree-Fock, B3LYP density functional, and MP2 methods are employed to calculate the bowl-to-bowl inversion barrier of corannulene (1). Basis sets ranging from a minimal basis (STO-3G) to a double polarized valence triple-ζ basis (6-311G(2d,2p)) were used. In comparison with experimental data, it was found that inclusion of dynamic electron correlation (e.g., B3LYP) and a 6-311G** basis set (or other basis sets with similar complexity) are essential for quantitatively correct results. At B3LYP/6-311G**, ΔG(+)298 = 44.9 kJ/mol. Thermal corrections to Gibbs energy of activation were of minor importance in the relevant range of temperatures. Inversion barriers (ΔE(+)(Tot)) of the bowl- shaped fullerene fragments C26H12 4 and C30H12 5 and the chiral C30H12 6 are predicted to be 28.0, 199.4, and 277.3 kJ/mol, respectively, at B3LYP/6-311G**. Predicted enthalpies of formations and strain energies are also discussed.

Original languageEnglish
Pages (from-to)3655-3662
Number of pages8
JournalJournal of Organic Chemistry
Volume64
Issue number10
DOIs
StatePublished - 1999

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