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2.2.5 Other Methods 2.2.5.1 Hydro‐Trifluoromethylation of Fullerene

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A few exceptional reactions that do not fall into the categories described above (2.1–2.4) have been reported recently and are introduced herein. In fullerene trifluoromethylation reactions, silver trifluoroacetate was reported to show high reactivity for installing multiple trifluoromethyl groups (see Section 2.2.3) [45-48]. Very recently, Garyunkov and coworkers achieved hydro‐trifluoromethylation of C60 (Scheme 2.31) [62]. In this work, C60 reacted readily with potassium or cesium trifluoroacetate in o‐dichlorobenzene/benzonitrile at c.180 °C in the presence of a crown ether, affording a [C60–CF3]M (M = K or Cs) intermediate. Treatment of the intermediate with acid gave the hydro‐trifluoromethylation product.


Scheme 2.31 Hydro‐trifluoromethylation of fullerene.

Organofluorine Chemistry

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