Engineering exceptionally strong oxygen superbases with 1,8-diazanaphthalene di-N-oxides.

نویسندگان

  • Ines Despotović
  • Robert Vianello
چکیده

DFT calculations revealed that 1,8-diazanaphthalene di-N-oxides provide extraordinary oxygen superbases, whose gas-phase and acetonitrile basicities surpass those of classical naphthalene-based nitrogen proton sponges. Such high basicity is almost entirely a consequence of a large strain-induced destabilization in neutral forms, while only a small contribution is offered by the intramolecular [O-H···O](-) hydrogen bonding upon protonation.

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عنوان ژورنال:
  • Chemical communications

دوره 50 75  شماره 

صفحات  -

تاریخ انتشار 2014