Semidione
Semidiones are radical anions analogous to semiquinones, obtained from the one-electron reduction of non-quinone conjugated dicarbonyls.[1]
The simplest possible semidiones are derived from 1,2-dicarbonyls and have structure Template:Chem2, making them the second member of a homologous series starting with ketyl radicals and continuing with semitriones.[1] They are often transient intermediates, appearing in reactions such as the final reduction step of the acyloin condensation.[2]
Benzil semidione (Template:Chem2), synthesized by Auguste Laurent in 1836, is believed to have been the first radical ion ever characterized.[3]Template:Rp[4]
Semidehydroascorbate is a relatively stable semitrione produced by hydrogen abstraction from ascorbate (Vitamin C).[5]
References
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