Cu(I)(2,5,8,11-tetramethyl-2,5,8,11-tetraazadodecane)+ as a catalyst for Ullmann's reaction

Irena Rusonik, Haim Cohen, Dan Meyerstein

Research output: Contribution to journalArticlepeer-review

14 Scopus citations


Cu(I)L complexes catalyze the Ullmann reaction 2-BrC6H 4CO2- + H2O → 2-HOC 6H4CO2- + Br- + H + however the process is slow and undesirable yields of benzoic acid and diphenoic acid are formed. The optimal ligand, L, for this catalyst should enhance the rate of the process, probably via shifting the redox potential of the Cu(II/I) couple cathodically, inhibit the formation of the diphenoic acid, probably via steric hindrance, and of benzoic acid probably via buffering the solution at pH > 7. The results demonstrate that Cu(I)(2,5,8,11-tetramethyl- 2,5,8,11tetraazadodecane)+, i.e. Cu(I) with a ligand which fulfils these requirements, is a very good catalyst for this process with a selectivity of > 97% and high turnover numbers.

Original languageEnglish
Pages (from-to)2024-2028
Number of pages5
JournalDalton Transactions
Issue number10
StatePublished - 21 May 2003

ASJC Scopus subject areas

  • Inorganic Chemistry


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