Journal of Structural Chemistry

, Volume 59, Issue 1, pp 43–46 | Cite as

A Quantum Chemical Study of the Acidity of Acetylene and 1,2-Dihydrobuckminsterfullerene Derivatives

  • M. V. Makarova
  • S. G. SemenovEmail author
  • R. R. Kostikov


DFT PBE0/cc-pVDZ method and the polarizable continuum model were used to determine pK a values for buckminsterfullerene-acetylene hybrids C60HCCH, C60HCN, tert-butylacetylene, and propyne relative to tert-BuC60H in a vacuum, carbon disulfide, tetrahydrofuran, and dimethyl sulfoxide. The energies of the СH-acid molecule and the carbanion (fulleride- or acetylide anion) were calculated using the same number of Gaussian orbitals. The surfaces of cavities formed by molecules and anions in a solvent are composed of spheres encompassing both atomic nuclei and lone electron pairs. An additional sphere excludes the solvent from the inner cavity of the fullerene.


acetylenes fullerene CH-acid carbanion lone pair solvent effects DFT 


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Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • M. V. Makarova
    • 1
  • S. G. Semenov
    • 1
    Email author
  • R. R. Kostikov
    • 1
  1. 1.Saint Petersburg State UniversityMoscowRussia

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