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Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a

Reaction of aldehydes and ketones with ferrocene, in the presence of trifluoroacetic acid, afforded a series of stable long lived alpha-ferrocenylalkyl carbocations which were characterized by 13C-NMR spectroscopy. When this reaction was attempted using tetraphenylcyclopentadienone, quite unexpectedly the corresponding dihydro derivative 3 was isolated, in very good yield. Formation of this compound may require ferrocene acting as a reducing agent.

ferrocene; alpha-ferrocenyl carbocations; 13C-NMR of alpha-ferrocenylalkyl carbocations


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