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Triple Regioselective Functionalization of Cationic [4]Helicenes via Iridium‐Catalyzed Borylation and Suzuki Cross‐Coupling Reactivity
In essentially one‐pot, using Ir‐ and Pd‐catalysis, tris(arene)‐functionalized cationic [4]helicenes are synthesized with full regioselectivity and enantiospecificity starting from a trivial precursor (17 examples). This poly‐addition of aryl groups improves key optical properties, that is, fluoresc...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804708/ https://www.ncbi.nlm.nih.gov/pubmed/35796630 http://dx.doi.org/10.1002/chem.202201853 |
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author | Frédéric, Lucas Fabri, Bibiana Guénée, Laure Zinna, Francesco Di Bari, Lorenzo Lacour, Jérôme |
author_facet | Frédéric, Lucas Fabri, Bibiana Guénée, Laure Zinna, Francesco Di Bari, Lorenzo Lacour, Jérôme |
author_sort | Frédéric, Lucas |
collection | PubMed |
description | In essentially one‐pot, using Ir‐ and Pd‐catalysis, tris(arene)‐functionalized cationic [4]helicenes are synthesized with full regioselectivity and enantiospecificity starting from a trivial precursor (17 examples). This poly‐addition of aryl groups improves key optical properties, that is, fluorescence quantum yields and lifetimes. Electronic circular dichroism and circularly polarized luminescence signatures are observed up to the far‐red domain, in particular with additional arenes prone to aggregation. |
format | Online Article Text |
id | pubmed-9804708 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-98047082023-01-06 Triple Regioselective Functionalization of Cationic [4]Helicenes via Iridium‐Catalyzed Borylation and Suzuki Cross‐Coupling Reactivity Frédéric, Lucas Fabri, Bibiana Guénée, Laure Zinna, Francesco Di Bari, Lorenzo Lacour, Jérôme Chemistry Research Articles In essentially one‐pot, using Ir‐ and Pd‐catalysis, tris(arene)‐functionalized cationic [4]helicenes are synthesized with full regioselectivity and enantiospecificity starting from a trivial precursor (17 examples). This poly‐addition of aryl groups improves key optical properties, that is, fluorescence quantum yields and lifetimes. Electronic circular dichroism and circularly polarized luminescence signatures are observed up to the far‐red domain, in particular with additional arenes prone to aggregation. John Wiley and Sons Inc. 2022-08-18 2022-10-07 /pmc/articles/PMC9804708/ /pubmed/35796630 http://dx.doi.org/10.1002/chem.202201853 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Research Articles Frédéric, Lucas Fabri, Bibiana Guénée, Laure Zinna, Francesco Di Bari, Lorenzo Lacour, Jérôme Triple Regioselective Functionalization of Cationic [4]Helicenes via Iridium‐Catalyzed Borylation and Suzuki Cross‐Coupling Reactivity |
title | Triple Regioselective Functionalization of Cationic [4]Helicenes via Iridium‐Catalyzed Borylation and Suzuki Cross‐Coupling Reactivity |
title_full | Triple Regioselective Functionalization of Cationic [4]Helicenes via Iridium‐Catalyzed Borylation and Suzuki Cross‐Coupling Reactivity |
title_fullStr | Triple Regioselective Functionalization of Cationic [4]Helicenes via Iridium‐Catalyzed Borylation and Suzuki Cross‐Coupling Reactivity |
title_full_unstemmed | Triple Regioselective Functionalization of Cationic [4]Helicenes via Iridium‐Catalyzed Borylation and Suzuki Cross‐Coupling Reactivity |
title_short | Triple Regioselective Functionalization of Cationic [4]Helicenes via Iridium‐Catalyzed Borylation and Suzuki Cross‐Coupling Reactivity |
title_sort | triple regioselective functionalization of cationic [4]helicenes via iridium‐catalyzed borylation and suzuki cross‐coupling reactivity |
topic | Research Articles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804708/ https://www.ncbi.nlm.nih.gov/pubmed/35796630 http://dx.doi.org/10.1002/chem.202201853 |
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