Homoheteroaromaticity: the case study of azepine and dibenzazepine.

نویسندگان

  • Christophe Dardonville
  • María Luisa Jimeno
  • Ibon Alkorta
  • José Elguero
چکیده

Geometrical and energetic DFT calculations as well as GIAO and NICS chemical shifts have been calculated for 1H-azepine and 5H-dibenz[b,f]azepine and their cations. The last compound has been studied experimentally by 1H and 13C NMR in neutral and acidic conditions establishing that the cation corresponds to an N-protonated structure. The conclusion is that the neutral molecules are antiaromatic while the cations are aromatic (homoheteroaromaticity).

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 2 11  شماره 

صفحات  -

تاریخ انتشار 2004