Cyclization of the 4-cyanobutyl radical

Authors:
  • DGDavid Griller
    David Griller
  • PSPeter Schmid
    Peter Schmid
  • KIKeith U. Ingold
    Keith U. Ingold
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Abstract
The rate constant for the irreversible cyclization of the 4-cyanobutyl radical to the cyclopentiminyl radical, has been measured from −52 to 12 °C by kinetic epr spectroscopy. The temperature dependence of this rate constant can be represented by, where θ = 2.3RT kcal/mol. This rearrangement is somewhat slower than the analogous cyclizations of the 5-hexenyl and 5-hexynyl radicals.