Electrochemical study of two tris-O-substituted calix[4]arenes: 25,27-dipropoxy-26-hydroxy-28-benzoyloxycalix[4]arene(partial cone) and 25,27-dibenzyl-26-hydroxy-28-benzoyloxy-calix[4]-arene (partial cone). Electro synthesis of the corresponding calix[4]arene-monoquinones
[en] The anodic oxidation of 25,27-dipropoxy-26-hydroxy-28-benzoyloxycalix[4]arene 1 and 25,27-dibenzyl-26-hydroxy-28-benzoyloxycalix[4]arene 2 in dichloromethane was investigated by electrochemical and spectroclectrochemical techniques. For both, the overall reaction is a two-electron oxidation of the phenolic group according to an ECE mechanism resulting in the ultimate formation of an observable phenoxylium cation. After reaction of the latter with traces of water and subsequent internal electron transfer, the corresponding calix[4]-monoquinones are formed. (c) 2006 Elsevier B.V. All rights reserved.
Gabelica, Valérie ; Université de Liège - ULiège > Chimie physique, spectrométrie de masse
Kuhn, Pierre; Université Louis Pasteur, Strasbourg > UMR 7513 > Laboratoire de Chimie Inorganique Moléculaire
Matt, Dominique; Université Louis Pasteur, Strasbourg > UMR 7513 > Laboratoire de Chimie Inorganique Moléculaire
Language :
English
Title :
Electrochemical study of two tris-O-substituted calix[4]arenes: 25,27-dipropoxy-26-hydroxy-28-benzoyloxycalix[4]arene(partial cone) and 25,27-dibenzyl-26-hydroxy-28-benzoyloxy-calix[4]-arene (partial cone). Electro synthesis of the corresponding calix[4]arene-monoquinones
Publication date :
2006
Journal title :
Electrochemistry Communications
ISSN :
1388-2481
eISSN :
1873-1902
Publisher :
Elsevier Science, New York, United States - New York
Volume :
8
Issue :
5
Pages :
761-766
Peer reviewed :
Peer Reviewed verified by ORBi
Funders :
F.R.S.-FNRS - Fonds de la Recherche Scientifique
Commentary :
This is a postprint author version of an article published in: Electrochem. Commun. (2006), 8(5), 761-766.
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