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Modular Synthesis of trans‐A(2)B(2)‐Porphyrins with Terminal Esters: Systematically Extending the Scope of Linear Linkers for Porphyrin‐Based MOFs
Differently functionalized porphyrin linkers represent the key compounds for the syntheses of new porphyrin‐based metal–organic frameworks (MOFs), which have gathered great interest within the last two decades. Herein we report the synthesis of a large range of 5,15‐bis(4‐ethoxycarbonylphenyl)porphy...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898653/ https://www.ncbi.nlm.nih.gov/pubmed/32857452 http://dx.doi.org/10.1002/chem.202003885 |
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author | Marschner, Stefan M. Haldar, Ritesh Fuhr, Olaf Wöll, Christof Bräse, Stefan |
author_facet | Marschner, Stefan M. Haldar, Ritesh Fuhr, Olaf Wöll, Christof Bräse, Stefan |
author_sort | Marschner, Stefan M. |
collection | PubMed |
description | Differently functionalized porphyrin linkers represent the key compounds for the syntheses of new porphyrin‐based metal–organic frameworks (MOFs), which have gathered great interest within the last two decades. Herein we report the synthesis of a large range of 5,15‐bis(4‐ethoxycarbonylphenyl)porphyrin derivatives, through Suzuki and Sonogashira cross‐coupling reactions of an easily accessible corresponding meso‐dibrominated trans‐A(2)B(2)‐porphyrin with commercially available boronic acids or terminal alkynes. The resulting porphyrins were fully characterized through NMR, MS, and IR spectroscopy and systematically investigated through UV/Vis absorption. Finally, selected structures were saponified to the corresponding carboxylic acids and subsequently proven to be suitable for the synthesis of surface‐anchored MOF thin films. |
format | Online Article Text |
id | pubmed-7898653 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-78986532021-03-03 Modular Synthesis of trans‐A(2)B(2)‐Porphyrins with Terminal Esters: Systematically Extending the Scope of Linear Linkers for Porphyrin‐Based MOFs Marschner, Stefan M. Haldar, Ritesh Fuhr, Olaf Wöll, Christof Bräse, Stefan Chemistry Full Papers Differently functionalized porphyrin linkers represent the key compounds for the syntheses of new porphyrin‐based metal–organic frameworks (MOFs), which have gathered great interest within the last two decades. Herein we report the synthesis of a large range of 5,15‐bis(4‐ethoxycarbonylphenyl)porphyrin derivatives, through Suzuki and Sonogashira cross‐coupling reactions of an easily accessible corresponding meso‐dibrominated trans‐A(2)B(2)‐porphyrin with commercially available boronic acids or terminal alkynes. The resulting porphyrins were fully characterized through NMR, MS, and IR spectroscopy and systematically investigated through UV/Vis absorption. Finally, selected structures were saponified to the corresponding carboxylic acids and subsequently proven to be suitable for the synthesis of surface‐anchored MOF thin films. John Wiley and Sons Inc. 2020-12-10 2021-01-18 /pmc/articles/PMC7898653/ /pubmed/32857452 http://dx.doi.org/10.1002/chem.202003885 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. |
spellingShingle | Full Papers Marschner, Stefan M. Haldar, Ritesh Fuhr, Olaf Wöll, Christof Bräse, Stefan Modular Synthesis of trans‐A(2)B(2)‐Porphyrins with Terminal Esters: Systematically Extending the Scope of Linear Linkers for Porphyrin‐Based MOFs |
title | Modular Synthesis of trans‐A(2)B(2)‐Porphyrins with Terminal Esters: Systematically Extending the Scope of Linear Linkers for Porphyrin‐Based MOFs |
title_full | Modular Synthesis of trans‐A(2)B(2)‐Porphyrins with Terminal Esters: Systematically Extending the Scope of Linear Linkers for Porphyrin‐Based MOFs |
title_fullStr | Modular Synthesis of trans‐A(2)B(2)‐Porphyrins with Terminal Esters: Systematically Extending the Scope of Linear Linkers for Porphyrin‐Based MOFs |
title_full_unstemmed | Modular Synthesis of trans‐A(2)B(2)‐Porphyrins with Terminal Esters: Systematically Extending the Scope of Linear Linkers for Porphyrin‐Based MOFs |
title_short | Modular Synthesis of trans‐A(2)B(2)‐Porphyrins with Terminal Esters: Systematically Extending the Scope of Linear Linkers for Porphyrin‐Based MOFs |
title_sort | modular synthesis of trans‐a(2)b(2)‐porphyrins with terminal esters: systematically extending the scope of linear linkers for porphyrin‐based mofs |
topic | Full Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898653/ https://www.ncbi.nlm.nih.gov/pubmed/32857452 http://dx.doi.org/10.1002/chem.202003885 |
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