Fluorocycloalkylated Fullerenes in the Systems C 60/70 –C 2 F 4 I 2

An addition reaction of biradicals thermally generated from C 2 F 4 I 2 was applied to functionalize fullerenes. This resulted in the formation of a number of C 60 (C 2 F 4 ) n and C 70 (C 2 F 4 ) m compounds. HPLC separation allowed the determination of the molecular structures of C 60 (C 4 F 8 ) 2 (two isomers), C 60 (C 4 F 8 ) 6 , and C 70 (C 2 F 4 ) 2 and revealed that these compounds are formed by different modes of [4 + 2], [4 + 3], and [2 + 2] addition, respectively. A new synthetic approach for the preparation of a series of fluorocycloalkylated derivatives of fullerenes should be further exploited. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)