Peralkynylated Tetraazaacene Derivatives. Issue 5 (16th December 2019)

• Record Type: Journal Article
• Authors: Reiss, Hilmar; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F.
• Is Part Of: Chemistry. Volume 26:Issue 5(2020)
• Page Start: 1013
• Page End: 1016
• Publication Date: 2019-12-16
• Subjects: N-heteropentacenes -- peralkynylation -- peri interactions -- stabilization -- X-ray diffraction; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201904087
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: The synthesis of a decaethynylated tetraazapentacene is described. It was obtained by a combination of condensation reactions giving the two pyrazine rings and subsequent consecutive Stille‐type couplings. This is the first example of any higher (hetero)acene that is peralkynylated. The presence of the four nitrogen atoms removes the peri interaction of the substituted alkyne groups, giving this rock‐stable and highly twisted heteroacene. Abstract : Rock‐stable and highly twisted heteroacene : The synthesis of a decaethynylated tetraazapentacene is described. It was obtained by a combination of condensation reactions giving the two pyrazine rings and subsequent consecutive Stille‐type couplings. This is the first example of any higher (hetero)acene that is peralkynylated (see scheme).