TY - JOUR
T1 - Half‐Wave Potentials of 1‐AZA‐ and 1,8‐Diazaanthraquinones
AU - Díaz‐Guerra, Luis M.
AU - Ocaña, Blanca
AU - Pérez, José Maria
AU - Avendaño, Carmen
AU - Espada, Modesta
AU - Menéndez, J. Carlos
AU - Ramos, M. Teresa
AU - Ruiz, M. AsuncióN
AU - Pingarrón, José M.
AU - Salvatierra, Dolors
AU - Jaime, Carlos
PY - 1995/1/1
Y1 - 1995/1/1
N2 - The redox properties of a series of 1‐azaanthracene‐9,10‐diones, 1,8‐diazaanthracene‐9,10‐diones, 1,8‐diazaanthracene‐(1H)2,9,10‐triones and 1,8‐diazaanthracene‐(1H, 8H)2,7,9,10‐tetraones have been studied. The results obtained show that the 2‐pyridone moiety is a stronger electron acceptor than the pyridine ring, in agreement with reactivity data. 1‐Hydroxy‐1‐azaanthracene‐2,9,10‐triones, synthesized from 1‐azaanthracene‐9,10‐dione‐N‐oxides, show redox properties close to 1,8‐diazaanthracene‐2,7,9,10‐tetraones, and therefore the cyclic hydroxamic acid unit behaves also as an strong electron acceptor. Voltammetric half‐wave first potentials correlate with the energies of the LUMO in model compounds. Copyright © 1995 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
AB - The redox properties of a series of 1‐azaanthracene‐9,10‐diones, 1,8‐diazaanthracene‐9,10‐diones, 1,8‐diazaanthracene‐(1H)2,9,10‐triones and 1,8‐diazaanthracene‐(1H, 8H)2,7,9,10‐tetraones have been studied. The results obtained show that the 2‐pyridone moiety is a stronger electron acceptor than the pyridine ring, in agreement with reactivity data. 1‐Hydroxy‐1‐azaanthracene‐2,9,10‐triones, synthesized from 1‐azaanthracene‐9,10‐dione‐N‐oxides, show redox properties close to 1,8‐diazaanthracene‐2,7,9,10‐tetraones, and therefore the cyclic hydroxamic acid unit behaves also as an strong electron acceptor. Voltammetric half‐wave first potentials correlate with the energies of the LUMO in model compounds. Copyright © 1995 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
U2 - 10.1002/bscb.19951041204
DO - 10.1002/bscb.19951041204
M3 - Article
SN - 0037-9646
VL - 104
SP - 683
EP - 690
JO - Bulletin des Sociétés Chimiques Belges
JF - Bulletin des Sociétés Chimiques Belges
IS - 12
ER -