Synthesis of tetraazatetracenes and -pentacenes: role of the substituents for their stability

We report the synthesis of a series of novel tetraazaacene derivatives and compare their stability with respect to size, oxidation potential and position of the TIPS-ethynyl groups. The latter has the most pronounced effects on the stability. In case of azatetracenes where TIPS-alkynes are either at...

Full description

Saved in:
Bibliographic Details
Main Authors: Märken, Michaela (Author) , Lindner, Benjamin (Author) , Appleton, Anthony L. (Author) , Rominger, Frank (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 13.03.2014
In: Pure and applied chemistry
Year: 2014, Volume: 86, Issue: 4, Pages: 483-488
ISSN:1365-3075
DOI:10.1515/pac-2013-1211
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1515/pac-2013-1211
Verlag, lizenzpflichtig, Volltext: https://www.degruyterbrill.com/view/journals/pac/86/4/article-p483.xml
Get full text
Author Notes:Michaela Märken, Benjamin D. Lindner, Anthony L. Appleton, Frank Rominger and Uwe H.F. Bunz
Description
Summary:We report the synthesis of a series of novel tetraazaacene derivatives and compare their stability with respect to size, oxidation potential and position of the TIPS-ethynyl groups. The latter has the most pronounced effects on the stability. In case of azatetracenes where TIPS-alkynes are either attached laterally or in the peri-positions, the former ones dimerized while the latter are stable. Attempts to expand this concept to the corresponding tetrakis-peri-substituted heptacenes led to the isolation of the dimerized butterfly product.
Item Description:Gesehen am 29.09.2020
Physical Description:Online Resource
ISSN:1365-3075
DOI:10.1515/pac-2013-1211