Post-modification of tripyrenylenes to enantiopure π-extended D3-symmetric propellers

A palladium-catalyzed trimerization of a pyrene-based Kobayashi aryne precursor and post-functionalization of the obtained tripyrenylene was used to synthesize polycyclic aromatic hydrocarbons with multiple helicene subunits. The isomerization of the obtained C2-isomers to the corresponding propelle...

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Auteurs principaux: Popp, Dennis (Auteur) , Bruttel, Melanie (Auteur) , Möbert, Sebastian (Auteur) , Sounder Rajan, Anusha (Auteur) , Keck, Christoph (Auteur) , Boehm, Darius (Auteur) , Rominger, Frank (Auteur) , Elbert, Sven (Auteur) , Mastalerz, Michael (Auteur)
Format: Article (Journal)
Langue:anglais
Publié: 2026
In: Chemistry - a European journal
Year: 2026, Pages: 1-12
ISSN:1521-3765
DOI:10.1002/chem.71239
Accès en ligne:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.71239
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.71239
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Notes sur l'auteur:Dennis Popp, Melanie Bruttel, Sebastian Möbert, Anusha Sounder Rajan, Christoph Keck, Darius Boehm, Frank Rominger, Sven M. Elbert, Michael Mastalerz
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Résumé:A palladium-catalyzed trimerization of a pyrene-based Kobayashi aryne precursor and post-functionalization of the obtained tripyrenylene was used to synthesize polycyclic aromatic hydrocarbons with multiple helicene subunits. The isomerization of the obtained C2-isomers to the corresponding propeller-shaped D3-isomers was investigated and the enantiomers of a D3-pyrenylene as well as a D3-trisphenanthrophenazine were isolated. Their chiroptical properties as well as the crystalline packings in comparison to the corresponding racemates were studied and the isomerization as well as racemization processes were investigated kinetically and by quantum chemical calculations.
Description:Zuerst veröffentlicht: 13. Juni 2026
Gesehen am 20.08.2026
Im Titel ist die Zahl 3 tiefgestellt
Description matérielle:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.71239