Abstract

C-F bonds of acyl fluorides can be cleaved and added across tethered alkenes in the presence of a cationic rhodium(I) tetrafluoroborate catalyst. This 1,2-carbofluorination reaction offers a powerful method for the synthesis of tertiary alkyl fluoride derivatives with atom economy of 100%. Mechanistic studies indicate that the concerted action of a rhodium cation and a tetrafluoroborate anion is the key for the success of this catalytic cleavage and formation of C-F bonds in a controlled manner.

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