Refluxing of the o-DCB solution of C60 with CF2ClCOONa and 18-crown-6 leads to formation of C60(CF2)n (n = 1-3); the monoadduct C60(CF2) has been found to consist of the main [6,6]- and minor [5,6]-isomers, both having an open structure.

No abstract

Difluoromethylenation of C60 with thermally decomposed CF2ClCO2Na provides novel C60(CF2) and C60(CF2)2 compounds with unique [6,6]-open structures. A theoretical survey of CF2 derivatives of C60 demonstrates that carbon cage opening can be controlled via charging of the molecule and that the thermodynamically preferable structures combine the trend to form open isomers with the compactness of the addition motifs, which results in the formation of windows in the fullerene cage.

An addition reaction of biradicals thermally generated from C2F4I2 was applied to functionalize fullerenes. This resulted in the formation of a number of C60(C2F4)n and C70(C2F4)m compounds. HPLC separation allowed the determination of the molecular structures of C60(C4F8)2 (two isomers), C60(C4F8)6, and C70(C2F4)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)

No abstract