Issue 12, 2020

Azo-triazolide bis-cyclometalated Ir(iii) complexes via cyclization of 3-cyanodiarylformazanate ligands

Abstract

In this work we describe the synthesis of sterically encumbered 1,5-diaryl-3-cyanoformazanate bis-cyclometalated iridium(III) complexes, two of which undergo redox-neutral cyclization during the reaction to produce carbon-bound 2-aryl-4-arylazo-2H-1,2,3-triazolide ligands. This transformation offers a method for accessing 2-aryl-4-arylazo-2H-1,2,3-triazolide ligands, a heretofore unreported class of chelating ligands. One formazanate complex and both triazolide complexes are structurally characterized by single-crystal X-ray diffraction, with infrared spectroscopy being the primary bulk technique to distinguish the formazanate and triazolide structures. All complexes are further characterized by UV-Vis absorption spectroscopy and cyclic voltammetry, with the triazolide compounds having similar frontier orbital energies to the formazanate complexes but much less visible absorption.

Graphical abstract: Azo-triazolide bis-cyclometalated Ir(iii) complexes via cyclization of 3-cyanodiarylformazanate ligands

Supplementary files

Article information

Article type
Paper
Submitted
03 okt 2019
Accepted
18 nov 2019
First published
19 nov 2019

Dalton Trans., 2020,49, 3775-3785

Author version available

Azo-triazolide bis-cyclometalated Ir(III) complexes via cyclization of 3-cyanodiarylformazanate ligands

G. Mu, Z. Wen, J. I. Wu and T. S. Teets, Dalton Trans., 2020, 49, 3775 DOI: 10.1039/C9DT03914G

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