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

J. P. Mendes, E. Duñach, J. M. S. S. Esperança, M. J. Medeiros, J. F. Ribeiro, M. M. Silva, S. Olivero

Research output: Contribution to journalArticle

Abstract

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.

Original languageEnglish
Pages (from-to)G17-G24
JournalJournal Of The Electrochemical Society
Volume166
Issue number6
DOIs
Publication statusPublished - 1 Jan 2019

Fingerprint Dive into the research topics of 'Catalytic cyclization of propargyl bromoethers via electrogenerated nickel(I) tetramethylcyclam in ionic liquids: Water effects'. Together they form a unique fingerprint.

  • Cite this