Solvent polarity affects H atom abstractions from C-H donors
El-Sheshtawy, HS; Pischel, U; Nau, WM
| HERO ID | 4854487 |
|---|---|
| In Press | No |
| Year | 2011 |
| Title | Solvent polarity affects H atom abstractions from C-H donors |
| Authors | El-Sheshtawy, HS; Pischel, U; Nau, WM |
| Journal | Organic Letters |
| Volume | 13 |
| Issue | 10 |
| Page Numbers | 2694-2697 |
| Abstract | 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. |
| Doi | 10.1021/ol2007956 |
| Pmid | 21495712 |
| Wosid | WOS:000290465800047 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |