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...

Full description

Saved in:
Bibliographic Details
Main Authors: Reinhard, Dennis (Author) , Schuldt, Moritz P. (Author) , Elbert, Sven (Author) , Ueberricke, Lucas (Author) , Hengefeld, Karsten (Author) , Rominger, Frank (Author) , Mastalerz, Michael (Author)
Format: Article (Journal)
Language:English
Published: December 13, 2024
In: Chemistry - a European journal
Year: 2024, Volume: 30, Issue: 70, Pages: 1-9
ISSN:1521-3765
DOI:10.1002/chem.202402821
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202402821
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202402821
Get full text
Author Notes:Dennis Reinhard, Moritz P. Schuldt, Sven M. Elbert, Lucas Ueberricke, Karsten Hengefeld, Frank Rominger, and Michael Mastalerz
Description
Summary: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.
Item Description:Online verfügbar: 10. September 2024
Gesehen am 12.05.2025
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.202402821