Substituent effects in Scholl-type reactions of 1,2-terphenyls to triphenylenes

A series of 3,3’’- and 4,4’’-dimethoxy terphenyls with different second substituents on their ortho-positions have been synthesized and investigated upon the possibility to be oxidatively cyclodehydrogenated to the corresponding triphenylenes under Scholl-type conditions. The experimentally obtained...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: Reinhard, Dennis (VerfasserIn) , Schuldt, Moritz P. (VerfasserIn) , Elbert, Sven (VerfasserIn) , Ueberricke, Lucas (VerfasserIn) , Hengefeld, Karsten (VerfasserIn) , Rominger, Frank (VerfasserIn) , Mastalerz, Michael (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: December 13, 2024
In: Chemistry - a European journal
Year: 2024, Jahrgang: 30, Heft: 70, Pages: 1-9
ISSN:1521-3765
DOI:10.1002/chem.202402821
Online-Zugang:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202402821
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202402821
Volltext
Verfasserangaben:Dennis Reinhard, Moritz P. Schuldt, Sven M. Elbert, Lucas Ueberricke, Karsten Hengefeld, Frank Rominger, and Michael Mastalerz
Beschreibung
Zusammenfassung:A series of 3,3’’- and 4,4’’-dimethoxy terphenyls with different second substituents on their ortho-positions have been synthesized and investigated upon the possibility to be oxidatively cyclodehydrogenated to the corresponding triphenylenes under Scholl-type conditions. The experimentally obtained selectivities were supported and explained by quantum chemical calculations and conclusions on the involved mechanisms (acid catalyzed arenium-ion mechanism (AIM) vs radical cation mechanism) were drawn.
Beschreibung:Online verfügbar: 10. September 2024
Gesehen am 12.05.2025
Beschreibung:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.202402821