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Kinetic applications of electron paramagnetic resonance spectroscopy. 37. The reaction of bis(trifluoromethyl) nitroxide with toluene. Evidence for quantum mechanical tunneling in an intermolecular hydrogen atom abstraction

From National Research Council Canada

DOIResolve DOI: https://doi.org/10.1021/ja00401a030
AuthorSearch for: 1; Search for: 1
Affiliation
  1. National Research Council of Canada
FormatText, Article
Abstract
Rate constants for hydrogen atom abstraction from toluene and for deuterium abstraction from toluene-d8 by bis(trifluoromethyl) nitroxide in chlorofluorocarbon solvents have been measured by kinetic EPR spectroscopy over a wide range of temperatures. Quantum mechanical tunneling may play a role in this reaction since the Arrhenius preexponential factors are unusually low, AH ≈ AD, = 104 M-1 s-1, and the activation energy difference, ED - EH, is 1-6 kcal/mol, which is unusually large. The O-H bond strength in (CF3)2NOH has been found to be 82.6 kcal/mol by using an EPR equilibrium technique. © 1981 American Chemical Society.
Publication date
In
  • Journal of the American Chemical Society 103, no. 11 (1981): 3094–3098.
LanguageEnglish
Peer reviewedYes
NPARC number21276611
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