The electrochemical cleavage of the nitrobenzoyl group from butyl nitrobenzoates in N,N-dimethylformamide

dc.contributorUniversidade de São Paulo (USP)
dc.contributorUniversidade Estadual Paulista (Unesp)
dc.date.accessioned2014-05-20T15:29:28Z
dc.date.accessioned2022-10-05T16:54:14Z
dc.date.available2014-05-20T15:29:28Z
dc.date.available2022-10-05T16:54:14Z
dc.date.created2014-05-20T15:29:28Z
dc.date.issued1996-10-30
dc.identifierJournal of Electroanalytical Chemistry. Lausanne 1: Elsevier B.V. Sa Lausanne, v. 415, n. 1-2, p. 27-32, 1996.
dc.identifier0022-0728
dc.identifierhttp://hdl.handle.net/11449/39061
dc.identifier10.1016/S0022-0728(96)04610-4
dc.identifierWOS:A1996VR84100004
dc.identifier5216150705972509
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/3910252
dc.description.abstractThe applicability of the nitrobenzoyl group [NO2C6H4CO-] to protecting the functional hydroxyl group was investigated through study of the electrochemical behaviour of the butyl 4-, 3- and 2-nitrobenzoate compounds. These isomers are reduced in two cathodic steps. The first, at potentials of ca. -0.9 V vs. SCE, is attributed to the formation of rather stable anion radicals, involving one-electron transfer. The second, at potentials of ca. -1.7 V vs. SCE, occurs with a two-electron transfer in an ECE process, in which the dianion produced undergoes scission of the C-O bond giving n-butanoate ions with high yields (similar to 80%)
dc.languageeng
dc.publisherElsevier B.V.
dc.relationJournal of Electroanalytical Chemistry
dc.rightsAcesso restrito
dc.sourceWeb of Science
dc.subjectelectrochemical cleavage
dc.subjectnitrobenzoyl
dc.subjectbutyl nitrobenzoates
dc.titleThe electrochemical cleavage of the nitrobenzoyl group from butyl nitrobenzoates in N,N-dimethylformamide
dc.typeArtigo


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