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Russian Journal of Organic Chemistry

, Volume 51, Issue 2, pp 273–276 | Cite as

Quantum chemical study of ethynylfullerenes

  • M. V. Makarova
  • S. G. Semenov
  • R. R. Kostikov
Article

Abstract

DFT PBE0/cc-pVDZ method was applied to calculate the structural parameters of C60C(CCH)2, C60H2, C60H(t-Bu), C60HCCH, C60(CCH)2 molecules, and of the corresponding carbanions. The length of the carbon-carbon fullerene after the binding with the diethynylcarbene, atoms and/or radicals increases to 1.565, 1.577, 1.587, 1.591, 1.616 Å respectively, but in the relatively stable fulleride anions C60(t-Bu) and C60CCH this bond has a normal length of 1.525 Å. Acetylenide anions C60HCC, C60(CCH)CC, and C60C(CCH)CC are weaker as Brønsted bases than the hypothetical dodecahedrane analogs, but stronger than C60(t-Bu), C60CCH, and C60H fulleride anions where the charge is localized on the fullerene core.

Keywords

Fullerene Proton Affinity Quantum Chemical Study Ethynyl Buckminsterfullerene 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Pleiades Publishing, Ltd. 2015

Authors and Affiliations

  • M. V. Makarova
    • 1
  • S. G. Semenov
    • 1
  • R. R. Kostikov
    • 1
  1. 1.St. Petersburg State UniversitySt. PetersburgRussia

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