529495-12-3Relevant articles and documents
Rate constants for the β-elimination of tosyl radical from a variety of substituted carbon-centered radicals
Timokhin, Vitaliy I.,Gastaldi, Stephane,Bertrand, Michele P.,Chatgilialoglu, Chryssostomos
, p. 3532 - 3537 (2007/10/03)
The rate constants for the β-elimination of tosyl radical (Ts?) from a series of carbon-centered radicals have been determined by using the radical clock methodology. Depending on the substituents R in Ts-CH2-CH(?)R radicals, the rate constants at 293 K vary by more than 2 orders of magnitude in the range of 103-106 s-1. The lowest values were found for the 2-naphthyl and carbamoyl substituents, whereas the benzyl substituent is located at the other extremity. The effect of the substituent upon the stabilization of the starting radical exerts a predominant influence in this reaction in decreasing the rate of fragmentation.
