PREPARATION AND SOME REACTIONS OF HALOMAGNESIUM DIORGANOCUPRATES

Article abstract of DOI:10.1016/S0022-328X(00)83041-7

Bromomagnesium diphenylcuprate and iodomagnesium dimethylcuprate have been prepared, and their thermal stability and some of their reactions investigated.In diethyl ether, 50percent of the BrMgPh2Cu decomposes in 12 h at room temperature and 50percent of the IMgMe2Cu decomposes at 0 deg C in 14 h but the cuprates are more stable in THF at or below 0 deg C.They react with acid chlorides to give 16-76percent yields of the corresponding ketones.With bromine and iodine, BrMgPh2Cu gives bromobenzene and iodobenzene in 56 and 48percent yield, respectively.Oxidation of BrMgPh2Cu with nitrobenzeneor copper(II) chloride gives, respectively, 61 and 34percent of biphenyl.Reaction of BrMgPh2Cu with acetic or benzoic anhydride yields 46-55percent of the corresponding ketone and 34-37percent of the corresponding carboxylic acids.