Abstract
Magnesium metal catalyses the radical reactions of perfluoroakyl iodides with alkenes and alkynes to give the corresponding adducts in high yields under mild conditions. The presence of 1,4-dinitrobenzene (p-DNB) or oxygen does not affect the reaction, but the reactions can be partially suppressed by hydroquinone and completely inhibited by 2-nitroso. 2-nitropropane in DMF. In THF fluoroalkene is obtained in addition to the normal adducts, and the reaction could be inhibited by p-DNB. All these results seem to show that a radical mechanism is involved in non-ethereal solvents. However, both radical addition and fluroalkyl Grignard reagent reactions are involved in THF. The formation of fluoroalkylmagnesium iodide is also found to proceed through a radical intermediate.
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