Synthesis of Bis (2, 6-dihydroxy-5-oxo-1, 3, 6-cycloheptatrienyl) methane from 2-Alkoxy-5-hydroxytropones and the Electrochemical Properties of Bis (3, 4, 7-trioxo-1, 5-cycloheptadienyl)- methane Derivatives
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Bis (2-hydroxy-6-methoxy-5-oxo-1, 3, 6-cycloheptatrienyl) methane was prepared from 5-hydroxy-2-methoxytropone in a good yield. Its acid treatment gave a bis-demethylated derivative, bis (2, 6-dihydroxy-5-oxo-1, 3, 6-cycloheptatrienyl) methane and a dehydration product, 2, 10-dihydroxydicyclohepta [b, e]-pyran-3, 9-dione. By TTN- and CAN-oxidations, they yielded bis (3, 3-dimethoxy-4, 7-dioxo-1, 5-cycloheptadienyl) methane and bis (3, 4, 7-trioxo-1, 5-cycloheptadienyl) methane acetal. This bisacetal was converted to 4-(3, 3-dimethoxy-4, 7-dioxo-1, 5-cycloheptadienyl) methyl-p-tropoquinone by an acid treatment. The CV analysis of these p-tropoquinone derivatives disclosed a parallel substituent effect to that observed in the monofunctional p-tropoquinones.
- 九州大学の論文
- 1987-12-28
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