Amphiphilic polystyrene-poly resin-supported

An amphiphilic polystyrene-poly(ethylene glycol) (PS-PEG) resin-support has been used successfully as a suitable support for asymmetric catalysts in aqueous media. A polymeric (R]-2-(diphenylphosphino) binaphthyl (MOP) ligand 205 anchored onto the PS-PEG resin was shown to be an effective chiral ligand for the enantioselective p-allyhc substitution under aqueous condihons (Scheme 3.67) [130]. 

Suzuki couplings of aryl halides (eight varieties) and aryl- or vinylboronic adds (12 varieties) have been reported in water in the presence of a palladitmi complex of an amphiphilic polystyrene-poly(ethylene glycol) copolymer resin-supported N-an-chored 2-aza-l,3-bis(diphenylphosphino)propane ligand and potassium carbonate to give uniform and quantitative yields of the corresponding biaryls products (96 combinations) (Equation 75) [104]. 

Amphiphilic resin supported ruthenium(II) complexes similar to those displayed in structure 1 were employed as recyclable catalysts for dimethylformamide production from supercritical C02 itself [96]. Tertiary phosphines were attached to crosslinked polystyrene-poly(ethyleneglycol) graft copolymers (PS-PEG resin) with amino groups to form an immobilized chelating phosphine. In this case recycling was not particularly effective as catalytic activity declined with each subsequent cycle, probably due to oxidation of the phosphines and metal leaching. 

Pd is an expensive metal. In Pd(0) or Pd(II)-catalyzed reactions, particularly in commercial processes, repeated uses of Pd catalysts are required. When products are low-boiling, they can be separated from the catalyst by distillation. The Wacker process for the production of acetaldehyde is an example, hi order to separate from less volatile products, there are several approaches for the economical use of Pd catalysts. Active Pd complexes covalently bound to a polymer chain are frequently used. After the reaction, the supported catalyst can be recovered by filtration and reused several times. Polymers such as the Merrifield resin [25], amphiphilic poly(ethylene glycol)-polystyrene copolymer [26] and polyethylene [27] are typical examples. Also polymer-supported microencapsulated Pd is used as a reusable... 

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