2819-03-6Relevant articles and documents
Using toluates as simple and versatile radical precursors
Lam, Kevin,Marko, Istvan E.
scheme or table, p. 2773 - 2776 (2009/05/30)
(Chemical Equation Presented) The viability of the toluate moiety as a radical precursor has been examined by studying deoxygenation and cyclization reactions.
The Nucleophilicity of Superoxide towards Different Alkyl Halides Estimated from Kinetic Measurements
Daasbjerg, Kim,Lund, Henning
, p. 597 - 604 (2007/10/02)
Values of the rate constant ksub are measured for the substitution reaction between superoxide O2 anion-radical and the alkyl halides butyl chloride, 2-butyl chloride, benzyl chloride, ethyl bromide, butyl bromide, 2-butyl bromide, neopentyl bromide, benzyl bromide, (1-bromo-2,2-dimethylpropyl)benzene and 1-iodoadamantane.These rate constants are compared with the expected rate constant kET for the electron transfer reaction between the same alkyl halides and an aromatic anion radical A anion-radical with the same standard oxidation potential as O2 anion-radical.The ksub/kET ratios show that the mechanism of the substitution reaction amy shift from SN2-like to ET-like on changes in the steric hindrance and the acceptor ability of the alkyl halide.The influence on ksub/kET of the difference in self-exchange reorganization energy λ(0) between O2 anion-radical/O2 and A anion-radical/A is discussed.