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A dienone is a class of with the general formula , where R is any substituent, but often H. They are formally "derived from 1,4-diene compounds by conversion of a –CH2– group into –C(=O)– group", resulting in "a conjugated structure". They are a kind of enone. The class includes some heterocyclic compounds.
Dienones can arise via tautomerism of and some hydroxypyridines.
Being multifunctional, dienones engage in many reactions. They are often good . They function as , forming metal-alkene complexes such as tris(dibenzylideneacetone)dipalladium(0).
Cyclohexadienones are a significant class of dienones, the premier members being the ortho- and para-. Many cyclohexadienones convert to phenols. In the dienone–phenol rearrangement, they convert to phenols.:Related to , see for example the Zincke-Suhl reaction Advanced organic Chemistry, Reactions, mechanisms and structure 3ed. page Jerry March
The parent cyclopentadienone has only a fleeting existence under laboratory conditions, otherwise it dimerizes. The substituted derivative tetraphenylcyclopentadienone is however robust solid.
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