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Thermally Induced Synthesis of Anthracene‐, Pyrene‐ and Naphthalene‐Fused Porphyrins
The synthesis of π‐extended porphyrins containing anthracenyl moieties still represents an important challenge. Here, we report on the synthesis of a series of unsubstituted naphthyl‐, pyrenyl‐ and anthracenyl‐fused zinc porphyrin derivatives. To this aim, meso‐substitued porphyrins are synthesized...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8495684/ https://www.ncbi.nlm.nih.gov/pubmed/34617692 http://dx.doi.org/10.1002/open.202100201 |
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author | Pijeat, Joffrey Chaussy, Léo Simoës, Roxanne Isopi, Jacopo Lauret, Jean‐Sébastien Paolucci, Francesco Marcaccio, Massimo Campidelli, Stéphane |
author_facet | Pijeat, Joffrey Chaussy, Léo Simoës, Roxanne Isopi, Jacopo Lauret, Jean‐Sébastien Paolucci, Francesco Marcaccio, Massimo Campidelli, Stéphane |
author_sort | Pijeat, Joffrey |
collection | PubMed |
description | The synthesis of π‐extended porphyrins containing anthracenyl moieties still represents an important challenge. Here, we report on the synthesis of a series of unsubstituted naphthyl‐, pyrenyl‐ and anthracenyl‐fused zinc porphyrin derivatives. To this aim, meso‐substitued porphyrins are synthesized and the fusion of the PAHs (Polycyclic Aromatic Hydrocarbon) on the β‐positions are performed through thermally induced dehydro‐aromatization. The fused zinc‐porphyrin derivatives are fully characterized and their optical absorption and photoluminescence properties are reported. We also demonstrate that zinc can be removed from the porphyrin core, giving rise to pure C, H, N materials. This work constitutes the first step towards the synthesis of the fully‐fused tetra‐anthracenylporphyrin. |
format | Online Article Text |
id | pubmed-8495684 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-84956842021-10-08 Thermally Induced Synthesis of Anthracene‐, Pyrene‐ and Naphthalene‐Fused Porphyrins Pijeat, Joffrey Chaussy, Léo Simoës, Roxanne Isopi, Jacopo Lauret, Jean‐Sébastien Paolucci, Francesco Marcaccio, Massimo Campidelli, Stéphane ChemistryOpen Full Papers The synthesis of π‐extended porphyrins containing anthracenyl moieties still represents an important challenge. Here, we report on the synthesis of a series of unsubstituted naphthyl‐, pyrenyl‐ and anthracenyl‐fused zinc porphyrin derivatives. To this aim, meso‐substitued porphyrins are synthesized and the fusion of the PAHs (Polycyclic Aromatic Hydrocarbon) on the β‐positions are performed through thermally induced dehydro‐aromatization. The fused zinc‐porphyrin derivatives are fully characterized and their optical absorption and photoluminescence properties are reported. We also demonstrate that zinc can be removed from the porphyrin core, giving rise to pure C, H, N materials. This work constitutes the first step towards the synthesis of the fully‐fused tetra‐anthracenylporphyrin. John Wiley and Sons Inc. 2021-10-07 /pmc/articles/PMC8495684/ /pubmed/34617692 http://dx.doi.org/10.1002/open.202100201 Text en © 2021 The Authors. Published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Full Papers Pijeat, Joffrey Chaussy, Léo Simoës, Roxanne Isopi, Jacopo Lauret, Jean‐Sébastien Paolucci, Francesco Marcaccio, Massimo Campidelli, Stéphane Thermally Induced Synthesis of Anthracene‐, Pyrene‐ and Naphthalene‐Fused Porphyrins |
title | Thermally Induced Synthesis of Anthracene‐, Pyrene‐ and Naphthalene‐Fused Porphyrins |
title_full | Thermally Induced Synthesis of Anthracene‐, Pyrene‐ and Naphthalene‐Fused Porphyrins |
title_fullStr | Thermally Induced Synthesis of Anthracene‐, Pyrene‐ and Naphthalene‐Fused Porphyrins |
title_full_unstemmed | Thermally Induced Synthesis of Anthracene‐, Pyrene‐ and Naphthalene‐Fused Porphyrins |
title_short | Thermally Induced Synthesis of Anthracene‐, Pyrene‐ and Naphthalene‐Fused Porphyrins |
title_sort | thermally induced synthesis of anthracene‐, pyrene‐ and naphthalene‐fused porphyrins |
topic | Full Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8495684/ https://www.ncbi.nlm.nih.gov/pubmed/34617692 http://dx.doi.org/10.1002/open.202100201 |
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