Pseudoazulenes
Pseudoazulenes |
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![]() Oxalene |
![]() Thials |
![]() Azals |
Azulene |
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![]() Azulene |
Pseudoazulenes are isoelectronic heteroaromatics with ten electrons related to the non- benzoid aromatic hydrocarbon azulenes . If you formally replace a C = C group in the cycloheptatriene ring of the azulene molecule with a heteroatom (O, S, NR), you get a pseudoazulene:
- Oxalene,
- Thialene and
- Azalens.
The pseudoazulenes - especially those with little substitution - are less stable than azulenes.
Reactivity
The electrophilic substitution ( bromination , nitration , Vilsmeier formylation ) is known, as is the substitution on the five-membered ring known from the azulenes .
Individual evidence
- ↑ a b c Hans-Dieter Jakubke, Ruth Karcher (coordinators): Lexicon of Chemistry in three volumes, Spektrum Verlag, Heidelberg, Volume 3, 1999, ISBN 3-8274-0381-2 , p. 114.