The Photoreversible Addition of Sulfur Dioxide to Benzobenzvalene: A new Approach to the Benzoprefulvene Biradical

…, C Gmünder, S Schmidlin, G Bernardinelli

文献索引：Burger, Ulrich; Gmuender, Christian; Schmidlin, Serge; Bernardinelli, Gerald Helvetica Chimica Acta, 1990 , vol. 73, # 6 p. 1724 - 1729

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被引用次数: 4

摘要

Abstract Benzobenzvalene (naphthvalene; 1) is shown to add SO 2 to a lateral bicyclobutane bond with formation of a sulfone 2 and a 'γ-sultine'3. The structure of the latter is unambiguously established by X-ray diffraction. Both adducts extrude SO 2 upon direct photolysis at 254 nm and regenerate 1 accompanied by naphthalene in a 1: 3 ratio. This result is interpreted in terms of a reversible homolytic cleavage leading, for both, 2 and 3, ...