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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...

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Detalles Bibliográficos
Autores principales: Frédéric, Lucas, Fabri, Bibiana, Guénée, Laure, Zinna, Francesco, Di Bari, Lorenzo, Lacour, Jérôme
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
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.
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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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