Kinetic solvent effects on hydrogen abstractions involving C-H donors (dienes, ethers, alkylbenzenes) have been corroborated by experiment and theory (UB3LYP/6-311++G**, polarized continuum model). To single out the effect of solvent polarity, rate constants for scavenging of the cumyloxyl radical and fluorescence quenching of 2,3-diazabicyclo[2.2.2]oct-2-ene were obtained in binary aprotic mixtures of ethylacetate and acetonitrile. Polar solvents result in a selective stabilization of the reactants (see TOC graphic), which results in slower rate constants.
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El‐Sheshtawy et al. (2011) studied this question.
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