2-Bromotetraazapentacene and its functionalization by Pd(0)-Chemistry

• Verfasst von: Geyer, Florian Ludwig [VerfasserIn]
• Verfasst von: Brosius, Victor [VerfasserIn]
• Verfasst von: Bunz, Uwe H. F. [VerfasserIn]
• Titel: 2-Bromotetraazapentacene and its functionalization by Pd(0)-Chemistry
• Verf.angabe: Florian L. Geyer, Victor Brosius, and Uwe H.F. Bunz
• E-Jahr: 2015
• Jahr: November 12, 2015
• Umfang: 11 S.
• Teil: volume:80
• Teil: year:2015
• Teil: number:24
• Teil: pages:12166-12176
• Teil: extent:11
• Fussnoten: Gesehen am 23.03.2021
• Titel Quelle: Enthalten in: The journal of organic chemistry
• Ort Quelle: [S.l.] : American Chemical Society, 1936
• Jahr Quelle: 2015
• Band/Heft Quelle: 80(2015), 24, Seite 12166-12176
• ISSN Quelle: 1520-6904
• DOI: doi:10.1021/acs.joc.5b02115
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1752237242

Abstract

We have synthesized a brominated N,N′-dihydrotetraazapentacene using a condensation route. Sonogashira reactions replace the Br-substituent by an alkynyl group, placed on the azaacene core. Sonogashira coupling of brominated dihydro tetraazapentacene 1H2 with alkynes and subsequent oxidation afford several functionalized TIPS-tetraazapentacene derivatives with energetically stabilized FMOs. These TIPS-TAPs are either crystalline or amorphous, depending upon their substitution pattern.