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That intermediate cyclopropyl cations with two α-spirocyclopropane groups can undergo reaction without ring opening has been proven. The reaction of title compound 1 with electrophiles like HBr and Br2 leads to addition to the central double bonds and not to rearrangements. Compound 1 was prepared in three steps from 7-cyclopropylidenedispiro-[2.0.2.l]heptane (2). Compared to other bicyciopropylidenes the target molecule shows an unusually low → ionization energy of 8.20 eV.
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Zöllner et al. (1991) studied this question.
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