Solvent-trap reaction of triazolinediones with simple alkenes: An experimental/theoretical study of thermodynamic and kinetic parameters This work is…

2015

The reaction of N-phenyltriazolinedione with simple alkyl-substituted alkenes in a series of simple alcohols as nucleophilic solvents affords two products: a solvent-addition product (trap) and the ene adduct. Herein we present different experimental data which allow the estimation of different kinetic parameters (ΔΔH ≠ene,trap and ΔΔS ≠ene,trap ). The values of those parameters are found to be lower with a longer nucleophile-solvent molecule. Solvent isotope effects are also estimated and found in favour of the heavier (and smaller) deuterated compounds. Results from competition experiments in equimolar binary mixtures of different alcohols as solvents also point to the prevalence of the s…