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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| Main Authors: | , , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
October 18, 2022
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| In: |
Advanced synthesis & catalysis
Year: 2022, Volume: 364, Issue: 20, Pages: 3559-3566 |
| ISSN: | 1615-4169 |
| DOI: | 10.1002/adsc.202200708 |
| Online Access: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/adsc.202200708 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.202200708 |
| Author Notes: | Robin Heckershoff, Lukas Eberle, Garrett May, Petra Krämer, Frank Rominger, Matthias Rudolph, and A. Stephen K. Hashmi |
| Summary: | 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. |
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| Item Description: | First published: 06 September 2022 Gesehen am 20.12.2022 |
| Physical Description: | Online Resource |
| ISSN: | 1615-4169 |
| DOI: | 10.1002/adsc.202200708 |