ИСТИНА

Trifluoromethylfullerenes (TFMFs) is a vast class of fullerene-based materials with more than 100 characterized compounds only for C60 and C70. However, the synthetic availability of most of them is relatively poor which significantly limits the number of explored applications. Up until now all of the TFMFs were synthesized in radical reactions with fullerenes, which is a great method for the research on the influence of the CF3 groups arrangement on the molecule structure, stability and electronic properties but not so much for the production of the particular TFMFs themselves in sufficient quantities [1]. The most popular method of ampoule trifluoromethylation applied to C70 leads to only several major products such as some isomers of C70(CF3)8 and C70(CF3)10, none of which have particularly remarkable properties on their own. [1] Here we report a new trifluoromethylation method suitable for fullerene anions. The method is based on several electrophilic trifluoromethylation agents such as Togni and Umemoto reagents applied towards C60, C70 and Cs-C70(CF3)8 anions generated from their dihydrides. The patterns of trifluoromethylation are explored and the outlook on the kind of TFMFs becoming accessible by the combination of the nucleophilic and electrophilic trifluoromethylation methods is presented. This work was supported by RFBR (grant No 18-33-01192). References 1.O.V.Boltalina,А.А.Popov,I.V.Kuvychko,N.B.Shustova,&S.H.Strauss, Chemicalreviews(2015), 115(2), 1051-1105