Stabilization of the pseudo-benzene N-6 ring with oxygen

The long sought N-6 ring that is isoelectronic with benzene can be formed b y adding coordinate-covalent bonds from oxygen. Optimized structures, norma l infrared harmonic frequencies, heats of formation, and activation energie s 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 charge s 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 b arriers to unimolecular dissociation of 44.8 and 62.4 kcal mol(-1), respect ively.