Abstract
The mechanism for stereomutation in hydrazyl radical is analyzed in terms of simple perturbational molecular orbital theory and SCF-MO calculations. The ground state is planar due to three electron π-stabilization. The torsional barrier (29 kcal/mol) is approximately half that of the hydrazyl cation. Torsion and planar inversion have barriers comparable in magnitude, resulting in a mechanism intermediate between these two extremes.
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