Panchromatic PAH‐Porphyrin Hybrids with a Step‐Wise Increasing π‐System
Abstract The rational synthesis of three β‐meso‐fused porphyrins with a step‐wise increasing π‐system size is presented. The synthetic route, which introduces a five‐membered ring between the macrocycle and an aromatic fragment, is modular in its nature and proceeds straightforwardly. The well‐solub...
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| Format: | Article |
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Wiley-VCH
2025-03-01
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| Series: | ChemistryOpen |
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| Online Access: | https://doi.org/10.1002/open.202400481 |
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| author | Christoph Oleszak Christian L. Ritterhoff Bernd Meyer Norbert Jux |
| author_facet | Christoph Oleszak Christian L. Ritterhoff Bernd Meyer Norbert Jux |
| author_sort | Christoph Oleszak |
| collection | DOAJ |
| description | Abstract The rational synthesis of three β‐meso‐fused porphyrins with a step‐wise increasing π‐system size is presented. The synthetic route, which introduces a five‐membered ring between the macrocycle and an aromatic fragment, is modular in its nature and proceeds straightforwardly. The well‐soluble conjugates have intriguing optical properties, namely bathochromically shifted and flattened absorption curves. Density functional theory (DFT) calculations provide insights into the electronic structure and transitions, unveiling small HOMO‐LUMO gaps. |
| format | Article |
| id | doaj-art-0ea58891dff744e1bf15b37fbdd83c2d |
| institution | Kabale University |
| issn | 2191-1363 |
| language | English |
| publishDate | 2025-03-01 |
| publisher | Wiley-VCH |
| record_format | Article |
| series | ChemistryOpen |
| spelling | doaj-art-0ea58891dff744e1bf15b37fbdd83c2d2025-08-20T03:49:22ZengWiley-VCHChemistryOpen2191-13632025-03-01143n/an/a10.1002/open.202400481Panchromatic PAH‐Porphyrin Hybrids with a Step‐Wise Increasing π‐SystemChristoph Oleszak0Christian L. Ritterhoff1Bernd Meyer2Norbert Jux3Department of Chemistry and Pharmacyhsch & Interdisciplinary Center for Molecular Materials (ICMM) Chair of Organic Chemistry II Friedrich-Alexander-University Erlangen-Nürnberg Nikolaus-Fiebiger-Str. 10 91058 Erlangen GermanyInterdisciplinary Center for Molecular Materials (ICMM) & Computer Chemistry Center (CCC) Friedrich-Alexander-University Erlangen-Nürnberg Nägelsbachstr. 25 91052 Erlangen GermanyInterdisciplinary Center for Molecular Materials (ICMM) & Computer Chemistry Center (CCC) Friedrich-Alexander-University Erlangen-Nürnberg Nägelsbachstr. 25 91052 Erlangen GermanyDepartment of Chemistry and Pharmacyhsch & Interdisciplinary Center for Molecular Materials (ICMM) Chair of Organic Chemistry II Friedrich-Alexander-University Erlangen-Nürnberg Nikolaus-Fiebiger-Str. 10 91058 Erlangen GermanyAbstract The rational synthesis of three β‐meso‐fused porphyrins with a step‐wise increasing π‐system size is presented. The synthetic route, which introduces a five‐membered ring between the macrocycle and an aromatic fragment, is modular in its nature and proceeds straightforwardly. The well‐soluble conjugates have intriguing optical properties, namely bathochromically shifted and flattened absorption curves. Density functional theory (DFT) calculations provide insights into the electronic structure and transitions, unveiling small HOMO‐LUMO gaps.https://doi.org/10.1002/open.202400481π-extensionPorphyrinoidsFusion reactionScholl oxidationPost-functionalization |
| spellingShingle | Christoph Oleszak Christian L. Ritterhoff Bernd Meyer Norbert Jux Panchromatic PAH‐Porphyrin Hybrids with a Step‐Wise Increasing π‐System ChemistryOpen π-extension Porphyrinoids Fusion reaction Scholl oxidation Post-functionalization |
| title | Panchromatic PAH‐Porphyrin Hybrids with a Step‐Wise Increasing π‐System |
| title_full | Panchromatic PAH‐Porphyrin Hybrids with a Step‐Wise Increasing π‐System |
| title_fullStr | Panchromatic PAH‐Porphyrin Hybrids with a Step‐Wise Increasing π‐System |
| title_full_unstemmed | Panchromatic PAH‐Porphyrin Hybrids with a Step‐Wise Increasing π‐System |
| title_short | Panchromatic PAH‐Porphyrin Hybrids with a Step‐Wise Increasing π‐System |
| title_sort | panchromatic pah porphyrin hybrids with a step wise increasing π system |
| topic | π-extension Porphyrinoids Fusion reaction Scholl oxidation Post-functionalization |
| url | https://doi.org/10.1002/open.202400481 |
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