Synthesis of tetraazatetracenes and -pentacenes

• Verfasst von: Märken, Michaela [VerfasserIn]
• Verfasst von: Lindner, Benjamin [VerfasserIn]
• Verfasst von: Appleton, Anthony L. [VerfasserIn]
• Verfasst von: Rominger, Frank [VerfasserIn]
• Verfasst von: Bunz, Uwe H. F. [VerfasserIn]
• Titel: Synthesis of tetraazatetracenes and -pentacenes
• Titelzusatz: role of the substituents for their stability
• Verf.angabe: Michaela Märken, Benjamin D. Lindner, Anthony L. Appleton, Frank Rominger and Uwe H.F. Bunz
• E-Jahr: 2014
• Jahr: 13.03.2014
• Umfang: 6 S.
• Fussnoten: Gesehen am 29.09.2020
• Titel Quelle: Enthalten in: Pure and applied chemistry
• Ort Quelle: Berlin : de Gruyter, 1960
• Jahr Quelle: 2014
• Band/Heft Quelle: 86(2014), 4, Seite 483-488
• ISSN Quelle: 1365-3075
• DOI: doi:10.1515/pac-2013-1211
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1733916938

Abstract

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.