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

doi:10.1002/bscb.19951041204

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

Department of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

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 language	English
Pages (from-to)	683-690
Journal	Bulletin des Sociétés Chimiques Belges
Volume	104
Issue number	12
DOIs	https://doi.org/10.1002/bscb.19951041204
Publication status	Published - 1 Jan 1995

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@article{54ed5aabe15446889c47256c0d323768,

title = "Half‐Wave Potentials of 1‐AZA‐ and 1,8‐Diazaanthraquinones",

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 {\textcopyright} 1995 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim",

author = "D{\'i}az‐Guerra, {Luis M.} and Blanca Oca{\~n}a and P{\'e}rez, {Jos{\'e} Maria} and Carmen Avenda{\~n}o and Modesta Espada and Men{\'e}ndez, {J. Carlos} and Ramos, {M. Teresa} and Ruiz, {M. Asunci{\'o}N} and Pingarr{\'o}n, {Jos{\'e} M.} and Dolors Salvatierra and Carlos Jaime",

year = "1995",

month = jan,

day = "1",

doi = "10.1002/bscb.19951041204",

language = "English",

volume = "104",

pages = "683--690",

journal = "Bulletin des Societes Chimiques Belges",

issn = "0037-9646",

publisher = "John Wiley and Sons Ltd",

number = "12",

}

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 Societes Chimiques Belges

JF - Bulletin des Societes Chimiques Belges

IS - 12

ER -

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

Abstract

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