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Crossing the bridge: Two isomeric iminofullerenes, [5,6]-open azafulleroid 1 and [6,6]-closed aziridinofullerene 2, were prepared by cycloaddition of an organic azide to C(60). These "azalogues" enable the study of the effects of the bridging atom in a fullerene cage, that is, C(60)-like (5,6-open) versus PCBM-like (6,6-closed), as a function of their pi systems (PCBM = [6,6]-phenyl-C(61)-butyric acid methyl ester).
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Yang et al. (2009) studied this question.
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