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Peralkynylated Tetraazaacene Derivatives
Author(s) -
Reiss Hilmar,
Rominger Frank,
Freudenberg Jan,
Bunz Uwe H. F.
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201904087
Subject(s) - acene , stille reaction , pyrazine , chemistry , condensation , nitrogen , alkyne , stereochemistry , organic chemistry , catalysis , physics , molecule , thermodynamics
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.