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Russian Chemical Bulletin

, Volume 55, Issue 6, pp 1085–1088 | Cite as

Energy barriers to degenerate rearrangements of long-lived carbocations: Quantum chemical calculations vs. experiment

  • A. M. Genaev
  • V. G. Shubin
Brief Communications

Abstract

Density functional calculations of energy barriers to degenerate rearrangements of long-lived carbocations that occur by 1,2-shifts of various atoms and groups were performed. The results obtained were compared with the available experimental data. Good agreement was found for hydrocarbon migrants. Possible reasons of discrepancies in the case of hydrogen migrant and migrants containing heteroatoms are discussed.

Key words

carbocation degenerate rearrangement quantum chemical calculations density functional theory energy barrier 

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Copyright information

© Springer Science+Business Media, Inc. 2006

Authors and Affiliations

  • A. M. Genaev
    • 1
  • V. G. Shubin
    • 1
  1. 1.N. N. Vorozhtsov Novosibirsk Institute of Organic ChemistrySiberian Branch of the Russian Academy of SciencesNovosibirskRussian Federation

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