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Six-membered nitrogen heterocycles - aromaticity and electron delocalization

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Keywords
  • Electrochemistry
  • Aromaticity
  • Nitrogen

Abstract

All six membered nitrogen heterocycles are generally considered as delocalized systems with high extent of aromaticity. However, in our investigations we observed that the heterocycles bearing the azine grouping C=N-N=C (1,2,4-triazines and pyridazines) exhibit lower aromaticity, the N-N bond has a rather single-bond character and partly blocks the delocalization.

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