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https://hdl.handle.net/1822/3110
Título: | Direct electrochemical reduction of a bromo propargyloxy ester at vitreous carbon cathodes in dimethylformamide |
Autor(es): | Esteves, Ana Paula Goken, Danielle M. Klein, Lee J. Medeiros, Maria José Peters, Dennis G. Lemos, Maria A. |
Palavras-chave: | Bromo propargyloxy ester Electrochemical reduction Glassy carbon cathodes Redox catalysis Digital simulation |
Data: | 2003 |
Editora: | Elsevier Science SA |
Revista: | Journal of Electroanalytical Chemistry |
Citação: | "Journal of Electroanalytical Chemistry". ISSN 0022-0728. 560 (2003) 161-168. |
Resumo(s): | Cyclic voltammograms for the reduction of ethyl 2-bromo-3-(3′,4′-dimethoxyphenyl)-3-(propargyloxy)propanoate (1) at glassy carbon electrodes in dimethylformamide containing tetraalkylammonium salts exhibit three prominent waves corresponding to cleavage of the carbon–bromine bond and to subsequent reduction of ethyl trans-3-(3′,4′-dimethoxyphenyl)-prop-2-enoate (4). Controlled–potential electrolyses of 1 at potentials corresponding to reduction of the carbon–bromine bond afford 4 as the major product with an average yield of 56%. In the presence of a proton donor (1,1,1,3,3,3-hexafluoro-2-propanol), the quantity of 4 decreases slightly, and 2-(3′,4′-dimethoxyphenyl)-3-(ethoxycarbonyl)-4-methyl-2,5-dihydrofuran (3) is obtained in moderate amount (~26%). We propose a mechanistic scheme whereby the major products are formed via a combination of one- and two-electron processes. |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/3110 |
DOI: | 10.1016/j.jelechem.2003.07.011 |
ISSN: | 0022-0728 |
Arbitragem científica: | yes |
Acesso: | Acesso restrito UMinho |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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Maria Medeiros-JEAC.pdf Acesso restrito! | Documento principal | 163,21 kB | Adobe PDF | Ver/Abrir |