PREPARATION AND REACTIVITY OF λ6-VERATROLEMANGANESE TRICARBONYL TETRAFLUOROBORATE

Article abstract of DOI:10.1016/S0022-328X(00)99267-2

Reaction of pentacarbonylmanganese tetrafluoroborate with veratrole (1,2-dimethoxybenzene) affords η⁶-veratrolemanganese tricarbonyl tetrafluoroborate in 66percent yield.This complex does not react satisfactorily with alkyllithium compounds, but it does undergo highly regioselective reaction with the lithium enolate of cyclohexanone, ortho to the MeO substituent.The product was converted to 2-(2,3-dimethoxyphenyl)cyclohexanone, thereby giving a novel and unique method for regioselective functionalization of veratrole.Similarly, anisolemanganese tricarbonyl tetrafluoroborate, and 4-bromoveratrolemanganese tricarbonyl tetrafluoroborate were prepared and their reactivity toward the enolate nucleophile was examined.