231. Triple Regioselective Functionalization of Cationic [4]Helicenes via Iridium-Catalyzed Borylation and Suzuki Cross-Coupling Reactivity
     Lucas Frédéric, Bibiana Fabri, Laure Guénée, Francesco Zinna, Lorenzo di Bari, Jérôme Lacour
     Chem. Eur. J. 2022, 28, e202201853

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, i.e. 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.

Highlighted in Swiss Science Concentrates: L. Robustini, C. Klein, L. Pillet, D. Lim, F. Paradisi, Chimia 2023, 77, 66, DOI: 10.2533/chimia.2023.66

DOI : 10.1002/chem.202201853 

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