Tetrahedron p. 1815 - 1822 (1986)
Update date:2022-08-03
Topics:
Boehshar, Manfred
Heydt, Heinrich
Regitz, Manfred
Electrophilic diazoalkane substitution of (silver diazomethyl)phosphoryl or mercury bis<(diazomethyl)-carbonyl> compounds (10a-c or 12a-c) with 5-chloro-5H-dibenzocycloheptene (6) furnishes the 5-(diazomethyl)-5H-dibenzocycloheptenes (8a-c or 13a-c).Copper(II) acetylacetonate-catalysed decomposition of these compounds in toluene results, in all cases, the formation of dibenzosemibullvalenes (17a-f).In addition, the dibenzocyclooctenes 16a-e and, in the cxase of 13c, the dibenzoheptefulvene 18f are formed.
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