Transalkylation of Higher Trifluoromethylated Fullerenes with C70: A Pathway to New Addition Patterns of C70(CF3)8

We report three new isomers of C70(CF3)8, structurally related to p7mp‐C70(CF3)10, that are inaccessible by direct trifluoromethylation, but can be easily identified among the products of the transalkylation of higher trifluoromethylfullerenes with C70. The reported compounds are characterized by UV...

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Veröffentlicht in:Chemistry : a European journal 2014-01, Vol.20 (4), p.1126-1133
Hauptverfasser: Belov, Nikita M., Apenova, Marina G., Rybalchenko, Alexey V., Borkovskaya, Eugenia V., Lukonina, Natalia S., Goryunkov, Alexey A., Ioffe, Ilya N., Troyanov, Sergey I., Sidorov, Lev N.
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Sprache:eng
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Zusammenfassung:We report three new isomers of C70(CF3)8, structurally related to p7mp‐C70(CF3)10, that are inaccessible by direct trifluoromethylation, but can be easily identified among the products of the transalkylation of higher trifluoromethylfullerenes with C70. The reported compounds are characterized by UV/Vis, 1 D and 2 D COSY 19F NMR spectroscopy, and DFT calculations. A rather unusual addition pattern is observed in p6,i‐C70(CF3)8 in which one addend is attached remotely from the others; polarization of the adjacent unsaturated bonds by the addend makes the molecule readily oxidizable. Full of fullerenes: Three new isomers of C70(CF3)8, structurally related to p7mp‐C70(CF3)10, that are inaccessible by direct trifluoromethylation, but can be easily identified among the products of transalkylation of higher trifluoromethylfullerenes with C70 are reported (see figure). An unusual addition pattern is observed in p6,i‐C70(CF3)8 in which one addend is attached remotely from the others; polarization of the adjacent unsaturated bonds by the addend makes the molecule readily oxidizable.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201302480