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ESR Studies of Radical Cations of Cycloalkanes and Saturated Heterocycles

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Radical Ionic Systems

Part of the book series: Topics in Molecular Organization and Engineering ((MOOE,volume 6))

Abstract

Since ESR spectroscopists started to use the halocarbon matrix isolation technique about a decade ago to study radical cations, many unstable intermediates have been characterised [1]. Most notable in this context are perhaps the radical cations of saturated organic compounds. The radical cations of alkanes have their semi occupied molecular orbital (SOMO) confined into σ-bonds which can be extended over several carbons in the molecular framework. As a result, such bonds are weakened and elongated. The presence of a heteroatom in a saturated system gives a SOMO which involves the lone-pair orbital(s). In such cases, the radical cations usually have a π-type character, and the unpaired electron delocalises to hydrogens on the adjacent carbons via hyperconjugation.

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Authors and Affiliations

  1. Department of Physics and Measurement Technology, Chemical Physics, Linköping Institute of Technology, S-581 83, Linköping, Sweden

    Mikael Lindgren

  2. Department of Applied Physics and Chemistry, Faculty of Engineering, Hiroshima University, 0724, Higashi-Hiroshima, Japan

    Masaru Shiotani

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  1. Mikael Lindgren
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  2. Masaru Shiotani
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Editors and Affiliations

  1. University of Linköping, Sweden

    A. Lund

  2. Hiroshima University, Japan

    M. Shiotani

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Lindgren, M., Shiotani, M. (1991). ESR Studies of Radical Cations of Cycloalkanes and Saturated Heterocycles. In: Lund, A., Shiotani, M. (eds) Radical Ionic Systems. Topics in Molecular Organization and Engineering, vol 6. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-3750-8_5

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  • DOI: https://doi.org/10.1007/978-94-011-3750-8_5

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