The isomerization of A to B resulted in a decrease bond order of CN
bond and CO bond, from 1.724 to 1.457 and from 1.869 to 1.663, and an
increase bond order of NN bond and NC bond, from 1.067 to 1.1.183 and
from 0.923 to 1.075. However, the bond patterns are overall similar with
A. From B to C, the most significant bond order change associate with
the decrease of the CO bond order, i.e. from 1.663 to 1.274. These bond
order changes indicate the isomerization and the combination of
Cu(OTf)2 indeed have significant influences on the
electronic structures of the reactants.
MinimumEnergy Structures of
Cu(OTf)2 Catalyzed [3+2]
Cycloaddition