Azo-MICs: Redox-Active Mesoionic Carbene Ligands Derived from Azoimidazolium Dyes

F. Mark Chadwick, Basile F.E. Curchod, Rosario Scopelliti, Farzaneh Fadaei Tirani, Euro Solari, Kay Severin*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

16 Citations (Scopus)


Azoimidazolium dyes were used as precursors for mesoionic carbene ligands (Azo-MICs). The properties of these ligands were examined by synthesizing Rh I , Au I , and Pd II complexes. Experimental (NMR, IR) and theoretical investigations show that Azo-MICs are potent σ-donor ligands. Yet, they feature a small singlet–triplet gap and very low-lying LUMO levels. The unique electronic properties of Azo-MICs allow for reversible one-electron reductions of the metal complexes, as evidenced by cyclic voltammetry.

Original languageEnglish
Pages (from-to)1764-1767
Number of pages4
JournalAngewandte Chemie - International Edition
Issue number6
Publication statusPublished - 4 Feb 2019

Bibliographical note

Publisher Copyright:
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim


  • azoimidazolium dyes
  • gold
  • mesoionic carbenes
  • N-heterocyclic carbenes
  • rhodium


Dive into the research topics of 'Azo-MICs: Redox-Active Mesoionic Carbene Ligands Derived from Azoimidazolium Dyes'. Together they form a unique fingerprint.

Cite this