The reaction 1a + 2a → 3a , shown in Scheme 3,
was taken as an example. Optimization was carried out under gas- and
liquid-phase conditions. The geometries of reactants 1a and2a , intermediates 1a’ , 2a’ , med1, and med2,
transition states TS1, TS2, and TS3, and end product 3a were
obtained.
Study of the liquid-phase reaction mechanism.
The Cartesian coordinates of the optimized structure of each stationary
point in the liquid-phase reaction is provided in Supporting Information
4.
Elementary reaction 1.
First, chloroxime compound 1a is activated in the presence of
triethylamine to form the nitrile oxide intermediate, 1a’ ,
through transition state TS1. The geometry of each stationary point is
shown in Figure 1.