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

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 correspondin...

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Autores principales: Goldstein, Daniel C., Peterson, Joshua R., Cheng, Yuen Yap, Clady, Raphael G. C., Schmidt, Timothy W., Thordarson, Pall
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270445/
https://www.ncbi.nlm.nih.gov/pubmed/23896620
http://dx.doi.org/10.3390/molecules18088959
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author Goldstein, Daniel C.
Peterson, Joshua R.
Cheng, Yuen Yap
Clady, Raphael G. C.
Schmidt, Timothy W.
Thordarson, Pall
author_facet Goldstein, Daniel C.
Peterson, Joshua R.
Cheng, Yuen Yap
Clady, Raphael G. C.
Schmidt, Timothy W.
Thordarson, Pall
author_sort Goldstein, Daniel C.
collection PubMed
description 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.
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spelling pubmed-62704452018-12-18 Synthesis and Luminescence Properties of Iridium(III) Azide- and Triazole-Bisterpyridine Complexes Goldstein, Daniel C. Peterson, Joshua R. Cheng, Yuen Yap Clady, Raphael G. C. Schmidt, Timothy W. Thordarson, Pall Molecules Article 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. MDPI 2013-07-26 /pmc/articles/PMC6270445/ /pubmed/23896620 http://dx.doi.org/10.3390/molecules18088959 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Goldstein, Daniel C.
Peterson, Joshua R.
Cheng, Yuen Yap
Clady, Raphael G. C.
Schmidt, Timothy W.
Thordarson, Pall
Synthesis and Luminescence Properties of Iridium(III) Azide- and Triazole-Bisterpyridine Complexes
title Synthesis and Luminescence Properties of Iridium(III) Azide- and Triazole-Bisterpyridine Complexes
title_full Synthesis and Luminescence Properties of Iridium(III) Azide- and Triazole-Bisterpyridine Complexes
title_fullStr Synthesis and Luminescence Properties of Iridium(III) Azide- and Triazole-Bisterpyridine Complexes
title_full_unstemmed Synthesis and Luminescence Properties of Iridium(III) Azide- and Triazole-Bisterpyridine Complexes
title_short Synthesis and Luminescence Properties of Iridium(III) Azide- and Triazole-Bisterpyridine Complexes
title_sort synthesis and luminescence properties of iridium(iii) azide- and triazole-bisterpyridine complexes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270445/
https://www.ncbi.nlm.nih.gov/pubmed/23896620
http://dx.doi.org/10.3390/molecules18088959
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