Aromatization (chemistry)
Aromatization refers to the reaction of an unsaturated cyclic chemical compound to an aromatic compound . Since the oxidation level of the previously unsaturated ring atoms increases, it is an oxidation . The aromatization is usually energetically favorable, since a low-energy, mesomeric - stabilized aromatic system is created.
Aromatizations are often the last reaction steps in the synthesis of heteroaromatics , for example in common pyridine , quinoline , isoquinoline or indole syntheses.
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In the case of electrophilic aromatic substitutions , aromatizations occur as the last reaction step by splitting off a proton . Since in this case an aromatic was already present as a starting material ( 1 ) and the aromatic system is only broken up intermediately ( 2b ), this is referred to as rearomatization .
Individual evidence
- ↑ Entry on aromatic compounds. In: Römpp Online . Georg Thieme Verlag, accessed on December 28, 2014.
- ^ A b Hans Beyer and Wolfgang Walter : Textbook of Organic Chemistry , 24th Edition, S. Hirzel Verlag, Stuttgart 2004, ISBN 3-7776-1221-9 .
- ↑ DT Davies: Basistexte Chemie: Aromatic Heterocyclen , 1st edition, Wiley-VCH, Weinheim 1995, ISBN 3-527-29289-6 .
- ↑ JA Joules, K. Mills: Heterocyclic Chemistry , 5th Edition, pp. 125-141, Blackwell Publishing, Chichester, 2010, ISBN 978-1-4051-9365-8 .