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Gold-catalyzed bidirectional access to planar heptacyclic benzobispyrido(1,2-α)indoles and benzobispyrrolo(1,2-α)quinolines for materials science

Our recently developed gold-catalyzed synthesis of indolo[1,2-a]quinolines was successfully expanded towards bidirectional approaches, enabling access to two heptacyclic structural motifs. In the case of benzobispyrido[1,2-a]indoles, previously inaccessible modifications of the only known representa...

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Hauptverfasser: Heckershoff, Robin (VerfasserIn) , Eberle, Lukas (VerfasserIn) , May, Garrett (VerfasserIn) , Krämer, Petra (VerfasserIn) , Rominger, Frank (VerfasserIn) , Rudolph, Matthias (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: October 18, 2022
In: Advanced synthesis & catalysis
Year: 2022, Jahrgang: 364, Heft: 20, Pages: 3559-3566
ISSN:1615-4169
DOI:10.1002/adsc.202200708
Online-Zugang:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/adsc.202200708
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.202200708
Volltext
Verfasserangaben:Robin Heckershoff, Lukas Eberle, Garrett May, Petra Krämer, Frank Rominger, Matthias Rudolph, and A. Stephen K. Hashmi
Beschreibung
Zusammenfassung:Our recently developed gold-catalyzed synthesis of indolo[1,2-a]quinolines was successfully expanded towards bidirectional approaches, enabling access to two heptacyclic structural motifs. In the case of benzobispyrido[1,2-a]indoles, previously inaccessible modifications of the only known representative were made possible. In addition, the synthesis of a new class of nitrogen-containing heptacycles - namely benzobispyrrolo[1,2-a]quinolines - was achieved by applying alkynylated benzodipyrrole derivatives as starting materials. All new compounds alongside with their corresponding precursors were fully characterized and their properties were investigated by X-ray crystallography, photophysical measurements and computational methods. The study revealed important structure-effect relationships between the solid-state structures and the observed photophysical properties, e. g. aggregation-induced emission and solid-state fluorescence.
Beschreibung:First published: 06 September 2022
Gesehen am 20.12.2022
Beschreibung:Online Resource
ISSN:1615-4169
DOI:10.1002/adsc.202200708

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