Stability of polynitrogen compounds: the importance of separating the sigma and pi electron systems.

@article{Noyman2009StabilityOP,
  title={Stability of polynitrogen compounds: the importance of separating the sigma and pi electron systems.},
  author={Moran Noyman and Shmuel Zilberg and Yehuda Haas},
  journal={The journal of physical chemistry. A},
  year={2009},
  volume={113 26},
  pages={
          7376-82
        }
}
Planar N(x) systems such as cyclo-N(5)(-) and N(5)(+) tend to be more stable than nonplanar systems such as the neutral cyclo-N(6). It is proposed that the key to stabilization is the separation of the sigma and pi electron systems. In both cyclo-N(5)(-) and N(5)(+), a six-pi-electron system is created upon either adding to or removing from the cyclo-N(5) radical one electron. Judicious addition of oxygen atoms to polynitrogen ring compounds such as cyclo-N(4) and cyclo-N(6) can increase their… 
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