Reversible solid-state interconversion of rhodizonic acid H2C6O6 into H6C6O8 and the solid-state structure of the rhodizonate dianion C6O62- (aromatic or non-aromatic?)
D. Braga et al., Reversible solid-state interconversion of rhodizonic acid H2C6O6 into H6C6O8 and the solid-state structure of the rhodizonate dianion C6O62- (aromatic or non-aromatic?), NEW J CHEM, 25(10), 2001, pp. 1221-1223
Anhydrous rhodizonic acid H2C6O6 is obtained by (fully reversible) thermal
dehydration of solid 2,3,5,5,6,6-hexahydroxycyclohex-2-ene 1,4-dione, H6C6O
8, commonly known as rhodizonic acid dihydrate. Treatment of H6C6O8 with Rb
OH yields crystals of Rb2C6O6; the oxocarbon dianion C6O62- is shown to pos
sess a flat, benzene-type structure, with C-C bonds shorter than expected f
or a (non-aromatic) ketonic-type structure.