Synthesis of aza-indeno-aza-fluoranthene and constitutional isomers by ring-size selective C-H activation

The fluoranthene motif combines a planar geometry with electron-deficient character, rendering fluoranthene and its larger congeners like indenofluoranthene suitable compounds for designing n-semiconducting materials for applications in organic electronics. However, examples in which their opto- and...

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Main Authors: Keck, Christoph (Author) , Rominger, Frank (Author) , Garg, Sonali (Author) , Elstner, Marcus (Author) , Mastalerz, Michael (Author)
Format: Article (Journal)
Language:English
Published: December 23, 2025
In: Chemistry - a European journal
Year: 2025, Volume: 31, Issue: 72, Pages: 1-10
ISSN:1521-3765
DOI:10.1002/chem.202502960
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202502960
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202502960
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Author Notes:Christoph Keck, Frank Rominger, Sonali Garg, Marcus Elstner, and Michael Mastalerz
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Summary:The fluoranthene motif combines a planar geometry with electron-deficient character, rendering fluoranthene and its larger congeners like indenofluoranthene suitable compounds for designing n-semiconducting materials for applications in organic electronics. However, examples in which their opto- and electrochemical properties are tuned through selective five- or six-membered ring annelation, as well as by isosteric nitrogen substitution of a C-H unit within the fluoranthene core, remain scarce. Here the structure-property-relationships of a series of aza-fluoranthene-derived constitutional isomers as well as their syntheses by selective Pd-catalyzed indeno- or benzannelation of the same precursor is described.
Item Description:Online verfügbar: 11. November 2025
Gesehen am 18.02.2026
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.202502960