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Title

Triple Regioselective Functionalization of Cationic [4]Helicenes via Iridium‐Catalyzed Borylation and Suzuki Cross‐Coupling Reactivity
Authors
Frederic, Lucas Dan
Fabri, Bibiana
Guenee, Laure
Zinna, Francesco
Di Bari, Lorenzo
Lacour, Jérôme
Published in Chemistry. 2022, vol. 28, no. 56, e202201853
Abstract 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.
Keywords Cationic helicenes — Chiroptical spectroscopy — Dyes and fluorophores — Ir — Ir-catalyzed borylation — Late stage functionalization
Identifiers
PMID: 35796630
Full text
Article (Published version) (5.1 MB) - public document Free access
Other version: https://onlinelibrary.wiley.com/doi/10.1002/chem.202201853
Structures
Faculté des sciences / Section de chimie et biochimie / Département de chimie minérale, analytique et appliquée
Faculté des sciences / Section de chimie et biochimie / Département de chimie organique
Research group Groupe Lacour
Projects
Academy of Finland: 207539
European Commission: HEL4CHIROLED
Citation
(ISO format) 		FREDERIC, Lucas Dan et al. Triple Regioselective Functionalization of Cationic [4]Helicenes via Iridium‐Catalyzed Borylation and Suzuki Cross‐Coupling Reactivity. In: Chemistry, 2022, vol. 28, n° 56, p. e202201853. doi: 10.1002/chem.202201853 https://archive-ouverte.unige.ch/unige:164195

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Deposited on : 2022-10-12

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