59169-19-6Relevant academic research and scientific papers
Radical Cation Cycloadditions of 2H-Azirines. Mechanistic Studies Concerning the Intermediate Radical Cation
Mueller, Felix,Mattay, Jochen,Steenken, Steen
, p. 4462 - 4464 (2007/10/02)
The product of the ring opening of 3-aryl-substituted azirines under conditions of photoinduced electron transfer (PET) is shown to be not a nitrile ylide but a short-lived 2-azaallenyl radical cation.This species has been investigated by pulse radiolysis and γ-radiolysis techniques.The radical cation has an absorption band with λmax at 485 nm.The lifetime of the radical cation is τ = 1.43 μs in n-butyl chloride.The rate constant for the reaction of the radical cation with the imine 9 is 7.8 x 109 M-1 s-1. γ-Radiolysis in n-butyl chloride leads to the same products, i.e., an N-alkylated imidazole as in the case of PET.
