Mechanism of the ligand-free CuI-catalyzed azide-alkyne cycloaddition reaction

Valentin O. Rodionov*, Valery V. Fokin, M. G. Finn

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

561 Scopus citations


(Chemical Equation Presented) A powerful engine: The Cu-catalyzed azide-alkyne cycloaddition depends on rapid formation of CuI- acetylide complexes from terminal alkynes 2 and their ability to activate organic azides 1. A kinetics study uncovered a bimolecular dependence on the metal and an unusually fast intramolecular variant of the process. The results suggest the importance of 3 as a reactive intermediate.

Original languageEnglish (US)
Pages (from-to)2210-2215
Number of pages6
JournalAngewandte Chemie - International Edition
Issue number15
StatePublished - Apr 8 2005
Externally publishedYes


  • Alkynes
  • Azides
  • Click chemistry
  • Copper
  • Cycloaddition

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry


Dive into the research topics of 'Mechanism of the ligand-free CuI-catalyzed azide-alkyne cycloaddition reaction'. Together they form a unique fingerprint.

Cite this