Structure-dependent H-abstraction kinetics on heterorings

The impact of hydrogen abstraction on nitrogen-containing heterocycles has implications for scientific understanding and industrial applications, yet it is poorly documented. This study investigates the impact of structural differences on the reaction rates of hydrogen abstraction by OH using RRKM-ME-VTST theory. The findings reveal that more electronegative substrates result in slower abstraction. A trade-off separation at the saddle point between steric hindrance and stereoelectronic stabilization is evidenced, as well as variational effects. Hydrogens get abstracted more slowly than cyclopentane except for imidazolidine. NCN patterns seem to offer advantages for abstraction.