TY - JOUR
T1 - Catalytic cyclization of propargyl bromoethers via electrogenerated nickel(I) tetramethylcyclam in ionic liquids: Water effects
AU - Mendes, J. P.
AU - Duñach, E.
AU - Esperança, J. M. S. S.
AU - Medeiros, M. J.
AU - Ribeiro, J. F.
AU - Silva, M. M.
AU - Olivero, S.
N1 - UID/QUI/50006/2019#
Sem PDF conforme despacho.
PY - 2019/1/1
Y1 - 2019/1/1
N2 - 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, [N1 1 1 2(OH)][NTf2] and 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, [C2mim][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.
AB - 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, [N1 1 1 2(OH)][NTf2] and 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, [C2mim][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.
UR - http://www.scopus.com/inward/record.url?scp=85066601384&partnerID=8YFLogxK
U2 - 10.1149/2.1171904jes
DO - 10.1149/2.1171904jes
M3 - Article
AN - SCOPUS:85066601384
VL - 166
SP - G17-G24
JO - Journal Of The Electrochemical Society
JF - Journal Of The Electrochemical Society
SN - 0013-4651
IS - 6
ER -