Engineering exceptionally strong oxygen superbases with 1, 8-diazanaphthalene di-N-oxides (CROSBI ID 208761)
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Podaci o odgovornosti
Despotović, Ines ; Vianello, Robert
engleski
Engineering exceptionally strong oxygen superbases with 1, 8-diazanaphthalene di-N-oxides
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.
superbases
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