Stabilization of the Pseudo-Benzene N6 Ring with Oxygen

The long sought N6 ring that is isoelectronic with benzene can be formed by adding coordinate-covalent bonds from oxygen. Optimized structures, normal infrared harmonic frequencies, heats of formation, and activation energies for unimolecular dissociation are presented for the N4O, N4O2, N6O, N6O2, and N6O3 systems. By increasing the number of oxygen atoms adjacent to the ring, a nitrogen ring with alternating positive and negative atomic charges can be created. In fact, the N4O2 and N6O3 systems have completely planar structures and computed heats of formation of 125.0 and 154.7 kcal mol-1, respectively. Furthermore, these systems appear kinetically stable with barriers to unimolecular dissociation of 44.8 and 62.4 kcal mol-1, respectively.