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Six-membered nitrogen heterocycles - aromaticity and electron delocalization

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  • Electrochemistry
  • Aromaticity
  • Nitrogen


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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