S. M. A. Jorge, N. Stradiotto
Oct 30, 1996
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Influential Citations
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Journal
Journal of Electroanalytical Chemistry
Abstract
Abstract The applicability of the nitrobenzoyl group [NO 2 C 6 H 4 CO - 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 ( ≈ 80%)