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Molecules 2013, 18(8), 8959-8975; doi:10.3390/molecules18088959
Article

Synthesis and Luminescence Properties of Iridium(III) Azide- and Triazole-Bisterpyridine Complexes

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Received: 5 July 2013 / Revised: 24 July 2013 / Accepted: 24 July 2013 / Published: 26 July 2013
(This article belongs to the Special Issue Advances in Click Chemistry)
Download PDF [717 KB, 18 June 2014; original version 18 June 2014]

Abstract

We describe here the synthesis of azide-functionalised iridium(III) bisterpyridines using the “chemistry on the complex” strategy. The resulting azide-complexes are then used in the copper(I)-catalysed azide-alkyne Huisgen 1,3-dipolar cycloaddition “click chemistry” reaction to from the corresponding triazole-functionalised iridium(III) bisterpyridines. The photophysical characteristics, including lifetimes, of these compounds were also investigated. Interestingly, oxygen appears to have very little effect on the lifetime of these complexes in aqueous solutions. Unexpectedly, sodium ascorbate acid appears to quench the luminescence of triazole-functionalised iridium(III) bisterpyridines, but this effect can be reversed by the addition of copper(II) sulfate, which is known to oxidize ascorbate under aerobic conditions. The results demonstrate that iridium(III) bisterpyridines can be functionalized for use in “click chemistry” facilitating the use of these photophysically interesting complexes in the modification of polymers or surfaces, to highlight just two possible applications.
Keywords: iridium(III); terpyridine; azide; click chemistry; lifetime measurements; ascorbate quenching iridium(III); terpyridine; azide; click chemistry; lifetime measurements; ascorbate quenching
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Goldstein, D.C.; Peterson, J.R.; Cheng, Y.Y.; Clady, R.G.C.; Schmidt, T.W.; Thordarson, P. Synthesis and Luminescence Properties of Iridium(III) Azide- and Triazole-Bisterpyridine Complexes. Molecules 2013, 18, 8959-8975.

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