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A new original route for the construction of cage structures containing seven electron-withdrawing groups in a molecule is reported. This method is based on the reaction of stable organic cations with a cycloheptatrienyl anion totally substituted with methoxycarbonyl groups. After the formation of a C–C bond between two different carbocycles, some further transformations take place to give cage structures. Reactions of the same cations with N-mesyl-Z-1-[1,2-bis(methoxycarbonyl)-2-(methoxycarbonylamino)ethen-1-yl]-2,3,4,5-tetrakis(methoxycarbonyl)cyclopentadienyl anion affording novel organic salts were also studied.

A new original route to the construction of cage structures containing seven or more electron-withdrawing groups in a molecule was elaborated. This method is based on the reaction of a tropylium cation with a cycloheptatrienyl anion totally substituted with methoxycarbonyl groups. After the formation of a C–C bond between two different seven-membered carbocycles, some further transformations take place to give 2,3,4,5,6,7,8-hepta(methoxycarbonyl)pentacyclo[7.5.0.02.4.03.8.05.14]tetradeca-7,10,12-triene (6). Low temperature NMR experiments for the formation of this compound and some of its reactions were also studied.