Abstract

The preparation of o- and p-tropoquinone acetals by means of anodic oxidation is described, together with metal salt oxidations. The reactivities of acetals to Grignard reagents and photochemical and thermal reactions were investigated as well as the electrochemical reactions. Conformational changes of 4,4,5,5-tetramethoxy-2,6-cycloheptadien-1-ones and 6,6,7,7-tetramethoxy-2,4-cycloheptadien-1-one have been studied. 1. Introduction 2. Tropoquinone Acetals 2.1. Preparation 2.2. Mechanism of the Anodic Oxidation 3. Reactions of Tropoquinone Acetals 3.1. Alkylation 3.2. Thiele-Type Addition Reaction 3.3. Photochemistry 3.4. Thermal Cycloaddition Reaction 4. Properties of Tropoquinone Acetals 4.1. Cyclic Voltammetry 4.2. Conformational Changes of Bisacetals 5. Conclusion

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