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Solvent Polarity Affects H Atom Abstractions from C-H Donors

  作者 ELSHESHTAWY HAMDY S; PISCHEL UWE; NAU WERNER M  
  选自 期刊  Organic Letters;  卷期  2011年13-10;  页码  2694-2697  
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[摘要]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 radial 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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