132931-40-9Relevant academic research and scientific papers
1,3-CYCLOADDITION OF SUBSTITUTED BENZONITRILE OXIDES TO 1,4-DIARYL-1-AZA-1,3-BUTADIENES. A KINETIC STUDY.
Cadoni, Enzo,Gelli, Gioanna,Beltrame, Paolo
, p. 679 - 684 (2007/10/02)
Stable aryl nitrile oxides undergo cycloaddition to diarylazabutadienes at the C=N bond, giving rise to 3,4,5-trisubstituted 1,2,4-oxadiazolines, with less than quantitative yields due to the partial oligomerization of the nitrile oxides, under the influence of the azadienes.The reaction kinetics of the cycloaddition was measured at temperatures in the range 40-80 deg C, taking into account the actual yield.Rates were enhanced by increasing the solvent polarity.The Hammett correlation was best applied for substitution on the benzene ring at the nitrogen on the azadiene, finding negative ρ values.
