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

doi:10.1002/anie.201813780

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

Authors

Mark Chadwick

Dr Basile Curchod basile.f.curchod@durham.ac.uk
Academic Visitor

Rosario Scopelliti

Farzaneh Fadaei Tirani

Euro Solari

Kay Severin

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

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Copyright Statement
This is the peer reviewed version of the following article: Chadwick, Mark, Curchod, Basile F. E., Scopelliti, Rosario, Fadaei Tirani, Farzaneh, Solari, Euro & Severin, Kay (2019). Azo-MICs: Redox-Active Mesoionic Carbene Ligands Derived from Azoimidazolium Dyes. Angewandte Chemie International Edition 58(6): 1764-1767, which has been published in final form at https://doi.org/10.1002/anie.201813780. This article may be used for non-commercial purposes in accordance With Wiley-VCH Terms and Conditions for self-archiving.