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Iridium Corroles Exhibit Weak Near-Infrared Phosphorescence but Efficiently Sensitize Singlet Oxygen Formation

Six-coordinate iridium(III) triarylcorrole derivatives, Ir[TpXPC)]L(2), where TpXPC = tris(para-X-phenyl)corrole (X = CF(3), H, Me, and OCH(3)) and L = pyridine (py), trimethylamine (tma), isoquinoline (isoq), 4-dimethylaminopyridine (dmap), and 4-picolinic acid (4pa), have been examined, with a vie...

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Autores principales: Thomassen, Ivar K., McCormick-McPherson, Laura J., Borisov, Sergey M., Ghosh, Abhik
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7200656/
https://www.ncbi.nlm.nih.gov/pubmed/32371925
http://dx.doi.org/10.1038/s41598-020-64389-3
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author Thomassen, Ivar K.
McCormick-McPherson, Laura J.
Borisov, Sergey M.
Ghosh, Abhik
author_facet Thomassen, Ivar K.
McCormick-McPherson, Laura J.
Borisov, Sergey M.
Ghosh, Abhik
author_sort Thomassen, Ivar K.
collection PubMed
description Six-coordinate iridium(III) triarylcorrole derivatives, Ir[TpXPC)]L(2), where TpXPC = tris(para-X-phenyl)corrole (X = CF(3), H, Me, and OCH(3)) and L = pyridine (py), trimethylamine (tma), isoquinoline (isoq), 4-dimethylaminopyridine (dmap), and 4-picolinic acid (4pa), have been examined, with a view to identifying axial ligands most conducive to near-infrared phosphorescence. Disappointingly, the phosphorescence quantum yield invariably turned out to be very low, about 0.02 – 0.04% at ambient temperature, with about a two-fold increase at 77 K. Phosphorescence decay times were found to be around ~5 µs at 295 K and ~10 µs at 77 K. Fortunately, two of the Ir[TpCF(3)PC)]L(2) derivatives, which were tested for their ability to sensitize singlet oxygen formation, were found to do so efficiently with quantum yields Φ((1)O(2)) = 0.71 and 0.38 for L = py and 4pa, respectively. Iridium corroles thus may hold promise as photosensitizers in photodynamic therapy (PDT). The possibility of varying the axial ligand and of attaching biotargeting groups at the axial positions makes iridium corroles particularly exciting as PDT drug candidates.
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spelling pubmed-72006562020-05-12 Iridium Corroles Exhibit Weak Near-Infrared Phosphorescence but Efficiently Sensitize Singlet Oxygen Formation Thomassen, Ivar K. McCormick-McPherson, Laura J. Borisov, Sergey M. Ghosh, Abhik Sci Rep Article Six-coordinate iridium(III) triarylcorrole derivatives, Ir[TpXPC)]L(2), where TpXPC = tris(para-X-phenyl)corrole (X = CF(3), H, Me, and OCH(3)) and L = pyridine (py), trimethylamine (tma), isoquinoline (isoq), 4-dimethylaminopyridine (dmap), and 4-picolinic acid (4pa), have been examined, with a view to identifying axial ligands most conducive to near-infrared phosphorescence. Disappointingly, the phosphorescence quantum yield invariably turned out to be very low, about 0.02 – 0.04% at ambient temperature, with about a two-fold increase at 77 K. Phosphorescence decay times were found to be around ~5 µs at 295 K and ~10 µs at 77 K. Fortunately, two of the Ir[TpCF(3)PC)]L(2) derivatives, which were tested for their ability to sensitize singlet oxygen formation, were found to do so efficiently with quantum yields Φ((1)O(2)) = 0.71 and 0.38 for L = py and 4pa, respectively. Iridium corroles thus may hold promise as photosensitizers in photodynamic therapy (PDT). The possibility of varying the axial ligand and of attaching biotargeting groups at the axial positions makes iridium corroles particularly exciting as PDT drug candidates. Nature Publishing Group UK 2020-05-05 /pmc/articles/PMC7200656/ /pubmed/32371925 http://dx.doi.org/10.1038/s41598-020-64389-3 Text en © The Author(s) 2020 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Thomassen, Ivar K.
McCormick-McPherson, Laura J.
Borisov, Sergey M.
Ghosh, Abhik
Iridium Corroles Exhibit Weak Near-Infrared Phosphorescence but Efficiently Sensitize Singlet Oxygen Formation
title Iridium Corroles Exhibit Weak Near-Infrared Phosphorescence but Efficiently Sensitize Singlet Oxygen Formation
title_full Iridium Corroles Exhibit Weak Near-Infrared Phosphorescence but Efficiently Sensitize Singlet Oxygen Formation
title_fullStr Iridium Corroles Exhibit Weak Near-Infrared Phosphorescence but Efficiently Sensitize Singlet Oxygen Formation
title_full_unstemmed Iridium Corroles Exhibit Weak Near-Infrared Phosphorescence but Efficiently Sensitize Singlet Oxygen Formation
title_short Iridium Corroles Exhibit Weak Near-Infrared Phosphorescence but Efficiently Sensitize Singlet Oxygen Formation
title_sort iridium corroles exhibit weak near-infrared phosphorescence but efficiently sensitize singlet oxygen formation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7200656/
https://www.ncbi.nlm.nih.gov/pubmed/32371925
http://dx.doi.org/10.1038/s41598-020-64389-3
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