- Reversible solid-state interconversion of rhodizonic acid H2C6O6 into H6C6O8 and the solid-state structure of the rhodizonate dianion C6O62- (aromatic or non-aromatic?)
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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, H6C6O8, commonly known as rhodizonic acid dihydrate. Treatment of H6C6O8 with RbOH yields crystals of Rb2C6O6; the oxocarbon dianion C6O62- is shown to possess a flat, benzene-type structure, with C-C bonds shorter than expected for a (non-aromatic) ketonic-type structure.
- Braga,Cojazzi,Maini,Grepioni
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p. 1221 - 1223
(2007/10/03)
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- SYNTHESIS, STRUCTURE, AND PROPERTIES OF COMPOUNDS WITH A CHALCOGEN-NITROGEN BOND XIII. THE EFFECT OF THE NATURE OF THE CHALCOGEN ATOM ON THE ABILITY OF N-SULFONYLCHALCOGENIMIDES TO OXIDIZE HYDROQUINONE AND ITS DERIVATIVES
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N-Sulfonyldiphenylsulfimides do not react with hydroquinone, 2,5-di(tert-butyl)hydroquinone, and tetrahydroxy-p-benzoquinone even with prolonged heating above 150 deg C.Selenimides and tellurimides with analogous structures oxidize these compounds to the corresponding quinones.The oxidizing power of the tellurimides in the investigated reations is higher than that of the selenimides.This is explained by the increased polarity of the chalcogen-nitrogen bond and, consequently, the ease of its cleavage in N-sulfonylchalcogenimides in the series: S Se Te.The intermediate products from the reaction of the tellurium derivatives with hydroquinone, i.e., polymeric diaryltellurium p-hydroxyphenolates, were isolated.
- Naddaka, V. I.,Avanesyan, K. V.,Cherkinskaya, M. L.
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p. 705 - 711
(2007/10/02)
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