Tetrahedron Letters p. 7167 - 7170 (1993)
Update date:2022-08-29
Topics:
Gakh
Tuinman
Adcock
Compton
Contrary to the chemistry of 'standard' fluorocarbons, highly fluorinated fullerences (C60F44-C60F46) display distinct oxidizing and fluorinating properties. They liberate iodine from NaI solutions, oxidize isopropanol to acetone, and fluorinate aromatic compounds in the presence of acid catalysts such as BF3·Et2O. Fluoroaromatic products are also generated in the reaction of these fluorofullerenes with organolithium reagents. Even the relatively unreactive heterocycle pyridine is fluorinated by the higher fluorofullerenes. Reaction mechanisms are proposed to explain these observations.
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