Carbonylation of iodobenzene catalyzed by water-souble palladium–phosphine complexes in ionic liquid

The carbonylation of iodobenzene catalyzed by water-soluble palladium–TPPTS complex (TPPTS: trisodium salt of tri(m-sulphonylphenyl)phosphine) has been investigated in ionic liquid 1-n-butyl-3-methylimidazolium p-toluenesulfonate ([bmim][p-CH3C6H4SO3]) in the presence of alcohol. The ionic liquid [bmim][p-CH3C6H4SO3] used as the reaction media brings some definitive advantages over the halogen-containing analogue [bmim]BF4, [bmim]PF6 and conventional organic solvents. The combination of palladium–TPPTS complex and [bmim][p-CH3C6H4SO3] exhibits excellent catalytic activity and selectivity, and simplifies the separation of the products from catalyst. In the carbonylation of iodobenzene, TOF (turnover frequency) of up to 1938 h−1 was observed and the selectivity for ethyl benzoate was over 99%. The catalyst can be easily separated from the organic products and reused for 10 times without the significant decrease of activity and selectivity.

The carbonylation of iodobenzene catalyzed by water-soluble palladium–TPPTS complex has been investigated in ionic liquid [bmim][p-CH3C6H4SO3]. The combination of palladium–TPPTS complex and [bmim][p-CH3C6H4SO3] exhibits excellent catalytic activity and selectivity. The catalyst can be reused for 10 times. Figure optionsDownload as PowerPoint slide