Catalytic cyclization of propargyl bromoethers via electrogenerated nickel(I) tetramethylcyclam in Ionic liquids: water effects

Cyclic voltammetry and controlled-potential electrolysis have been employed to investigate the reductive intramolecular cyclization of propargyl bromoethers derivatives, catalyzed by electrogenerated (1,4,8,11-tetramethyl-1,4,8,11-tetraaza-cyclotetradecane) nickel(I), [Ni(tmc)](+), as the catalyst,...

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Detalhes bibliográficos
Autor principal: Mendes, Jorge António Silva (author)
Outros Autores: Duñach, E. (author), Esperanca, J. M. S. S. (author), Medeiros, Maria José (author), Ribeiro, J. F. (author), Silva, Maria Manuela (author), Olivero, S. (author)
Formato: article
Idioma:eng
Publicado em: 2019
Assuntos:
Texto completo:http://hdl.handle.net/1822/73059
País:Portugal
Oai:oai:repositorium.sdum.uminho.pt:1822/73059
Descrição
Resumo:Cyclic voltammetry and controlled-potential electrolysis have been employed to investigate the reductive intramolecular cyclization of propargyl bromoethers derivatives, catalyzed by electrogenerated (1,4,8,11-tetramethyl-1,4,8,11-tetraaza-cyclotetradecane) nickel(I), [Ni(tmc)](+), as the catalyst, in N,N,N-trimethyl-N-(2-hydroxyethyl) ammonium bis(trifluoromethylsulfonyl) imide, [N-1 1 1 2(OH)][NTf2] and 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl) imide, [C(2)mim][NTf2] in the absence and in the presence of water. The results show that the reaction leads to the formation of the expected heterocyclic compounds, in moderate to good yields. These compounds are important intermediates in the synthesis of natural products with possible biological activities.