An efficient (NHC) Copper (I)-catalyst for azide–alkyne cycloaddition reactions for the synthesis of 1,2,3-trisubstituted triazoles: Click chemistry

Nedra Touj, Ismail Özdemir, Sedat Yaşar, Naceur HAMDI

Research output: Contribution to journalJournal articlepeer-review

18 Scopus citations

Abstract

In this study a series of new benzimidazolium salts (2a–c) were synthesized from the reaction of 5,6-dimethyl-1-(alkylbenzyl)-1H-benzo[d]imidazole with various alkyl halides. These salts were used to synthesize cupper N-heterocyclic carbene (Cu-NHC) complexes 3–4. The obtained (NHC) Copper (I) complexes 3–4 were characterized by FT-IR, NMR (1H and 13C) spectroscopic methods, mass spectrometry (EI-MS and HRMS) and elemental analysis. These novel cupper complexes 3–4 were used as a catalyst for alkyne – azide cycloaddition (CuAAC) reaction. Several triazoles 7 have been synthesized. This catalytic system fulfils the requirements of “click chemistry” with its mild and convenient conditions, notably in water at room temperature with low catalyst loading and simple isolation with no purification step.

Original languageEnglish
Pages (from-to)21-32
Number of pages12
JournalInorganica Chimica Acta
Volume467
DOIs
StatePublished - 2017

Keywords

  • Alkynes
  • Azides
  • Click chemistry
  • Copper-N-heterocyclic carbene complex
  • Homogeneous catalysis

Fingerprint

Dive into the research topics of 'An efficient (NHC) Copper (I)-catalyst for azide–alkyne cycloaddition reactions for the synthesis of 1,2,3-trisubstituted triazoles: Click chemistry'. Together they form a unique fingerprint.

Cite this