Details

Autor(en) / Beteiligte

• Timokhin, Vitaliy I.
• Gastaldi, Stéphane
• Bertrand, Michèle P.
• Chatgilialoglu, Chryssostomos

Titel

Rate Constants for the β-Elimination of Tosyl Radical from a Variety of Substituted Carbon-Centered Radicals

Ist Teil von

• Journal of organic chemistry, 2003-05, Vol.68 (9), p.3532-3537

Ort / Verlag

Washington, DC: American Chemical Society

Erscheinungsjahr

2003

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• 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.