Half‐Wave Potentials of 1‐AZA‐ and 1,8‐Diazaanthraquinones

Luis M. Díaz‐Guerra, Blanca Ocaña, José Maria Pérez, Carmen Avendaño, Modesta Espada, J. Carlos Menéndez, M. Teresa Ramos, M. AsuncióN Ruiz, José M. Pingarrón, Dolors Salvatierra, Carlos Jaime

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7 Citations (Scopus)

Abstract

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
Original languageEnglish
Pages (from-to)683-690
JournalBulletin des Sociétés Chimiques Belges
Volume104
Issue number12
DOIs
Publication statusPublished - 1 Jan 1995

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