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Replacing the BO in BODIPY: unlocking the path to SBDIPY and BIDIPY chromophores

Boron-based dipyrrin chromophores (BODIPY) have found widespread application over the last twenty years in fields as diverse as medicine and materials. Thus, several efforts have been placed to exchange boron with other elements, with the aim of developing materials with complementary luminescent pr...

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Autores principales: Korzun, André, Crespi, Stefano, Golz, Christopher, Bismuto, Alessandro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10284139/
https://www.ncbi.nlm.nih.gov/pubmed/37350824
http://dx.doi.org/10.1039/d3sc01493b
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author Korzun, André
Crespi, Stefano
Golz, Christopher
Bismuto, Alessandro
author_facet Korzun, André
Crespi, Stefano
Golz, Christopher
Bismuto, Alessandro
author_sort Korzun, André
collection PubMed
description Boron-based dipyrrin chromophores (BODIPY) have found widespread application over the last twenty years in fields as diverse as medicine and materials. Thus, several efforts have been placed to exchange boron with other elements, with the aim of developing materials with complementary luminescent properties. However, despite these attempts, the incorporation of other main-group elements in dipyrrin scaffolds remains still rare. We have successfully synthesized and characterized novel chromophores based on antimony and bismuth, SBDIPY and BIDIPY. Solution stabilities have been investigated by VT-UV/vis spectroscopy and the fluorescence emission studied and supported by computational analysis. We were also able to isolate the first direct analogue of BODIPY containing fluoride handles, disclosing preliminary luminescent features.
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spelling pubmed-102841392023-06-22 Replacing the BO in BODIPY: unlocking the path to SBDIPY and BIDIPY chromophores Korzun, André Crespi, Stefano Golz, Christopher Bismuto, Alessandro Chem Sci Chemistry Boron-based dipyrrin chromophores (BODIPY) have found widespread application over the last twenty years in fields as diverse as medicine and materials. Thus, several efforts have been placed to exchange boron with other elements, with the aim of developing materials with complementary luminescent properties. However, despite these attempts, the incorporation of other main-group elements in dipyrrin scaffolds remains still rare. We have successfully synthesized and characterized novel chromophores based on antimony and bismuth, SBDIPY and BIDIPY. Solution stabilities have been investigated by VT-UV/vis spectroscopy and the fluorescence emission studied and supported by computational analysis. We were also able to isolate the first direct analogue of BODIPY containing fluoride handles, disclosing preliminary luminescent features. The Royal Society of Chemistry 2023-06-07 /pmc/articles/PMC10284139/ /pubmed/37350824 http://dx.doi.org/10.1039/d3sc01493b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Korzun, André
Crespi, Stefano
Golz, Christopher
Bismuto, Alessandro
Replacing the BO in BODIPY: unlocking the path to SBDIPY and BIDIPY chromophores
title Replacing the BO in BODIPY: unlocking the path to SBDIPY and BIDIPY chromophores
title_full Replacing the BO in BODIPY: unlocking the path to SBDIPY and BIDIPY chromophores
title_fullStr Replacing the BO in BODIPY: unlocking the path to SBDIPY and BIDIPY chromophores
title_full_unstemmed Replacing the BO in BODIPY: unlocking the path to SBDIPY and BIDIPY chromophores
title_short Replacing the BO in BODIPY: unlocking the path to SBDIPY and BIDIPY chromophores
title_sort replacing the bo in bodipy: unlocking the path to sbdipy and bidipy chromophores
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10284139/
https://www.ncbi.nlm.nih.gov/pubmed/37350824
http://dx.doi.org/10.1039/d3sc01493b
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