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

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

Abstract

Azoimidazolium dyes were used as precursors for mesoionic carbene ligands (Azo‐MICs). The properties of these ligands were examined by synthesizing RhI, AuI, and PdII 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.

Citation

Chadwick, M., Curchod, B. F., Scopelliti, R., Fadaei Tirani, F., Solari, E., & Severin, K. (2019). Azo-MICs: Redox-Active Mesoionic Carbene Ligands Derived from Azoimidazolium Dyes. Angewandte Chemie International Edition, 58(6), 1764-1767. https://doi.org/10.1002/anie.201813780

• Journal Article Type: Article
• Acceptance Date: Dec 17, 2018
• Online Publication Date: Dec 17, 2018
• Publication Date: Feb 4, 2019
• Deposit Date: Dec 19, 2018
• Publicly Available Date: Dec 17, 2019
• Journal: Angewandte Chemie International Edition
• Print ISSN: 1433-7851
• Electronic ISSN: 1521-3773
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• Volume: 58
• Issue: 6
• Pages: 1764-1767
• DOI: https://doi.org/10.1002/anie.201813780
• Public URL: https://durham-repository.worktribe.com/output/1340893