Dehydrogenation of Perfluoroalkyl Ketones by Using a Recyclable Oxoammonium Salt

…, CB Kelly, NE Leadbeater

Index: Hamlin, Trevor A.; Kelly, Christopher B.; Leadbeater, Nicholas E. European Journal of Organic Chemistry, 2013 , # 18 p. 3658 - 3661

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Citation Number: 9

Abstract

Abstract A novel dehydrogenation reaction of perfluoroalkyl ketones by the oxoammonium salt 4-acetylamino-2, 2, 6, 6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (4- NHAc-TEMPO+ BF 4–, Bobbitt's salt, 1) is described. The reaction proceeds under mildly basic conditions and appears to be unique to perfluoroalkyl ketones. A proposed mechanism for this unusual transformation is given. The byproduct of the reaction, 4- ...