Publicação
Organic cyclisations of propargyl and allyl bromoesters in microemulsions catalyzed by electrogenerated Nickel(I) tetramethylcyclam
| Resumo: | While the reductive intramolecular cyclisation of propargyl and allyl bromoesters catalysed by [Ni(tmc)]+ gives good yields of the desired products using N,N-dimethylformamide as the solvent, the use of this aprotic solvent presents practical, safety and environmental issues. This paper therefore reports the search for non-toxic alternatives, in particular the study of microemulsions prepared from water, hydrocarbons, surfactant and alcohol co-surfactant. It is shown that the [Ni(tmc)]2+/[Ni(tmc)]+ couple is reversible in such media and that [Ni(tmc)]+ reacts rapidly with propargyl and allyl bromoesters to give excellent yields of cyclic products. Indeed, these microemulsions are convenient media for such syntheses. |
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| Autores principais: | Esteves, Ana Paula |
| Outros Autores: | Neves, C. S. S.; Medeiros, Maria José; Pletcher, Derek |
| Assunto: | Microemulsions Cyclic voltammetry Electrosynthesis Electrocatalytic reduction Intramolecular cyclisation electrocataiytic reduction |
| Ano: | 2008 |
| País: | Portugal |
| Tipo de documento: | artigo |
| Tipo de acesso: | acesso aberto |
| Instituição associada: | Universidade do Minho |
| Idioma: | inglês |
| Origem: | RepositóriUM - Universidade do Minho |
| Resumo: | While the reductive intramolecular cyclisation of propargyl and allyl bromoesters catalysed by [Ni(tmc)]+ gives good yields of the desired products using N,N-dimethylformamide as the solvent, the use of this aprotic solvent presents practical, safety and environmental issues. This paper therefore reports the search for non-toxic alternatives, in particular the study of microemulsions prepared from water, hydrocarbons, surfactant and alcohol co-surfactant. It is shown that the [Ni(tmc)]2+/[Ni(tmc)]+ couple is reversible in such media and that [Ni(tmc)]+ reacts rapidly with propargyl and allyl bromoesters to give excellent yields of cyclic products. Indeed, these microemulsions are convenient media for such syntheses. |
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