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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2013
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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. |
format | Online Article Text |
id | pubmed-6270445 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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