Synthesis and characterization of main chain optically active copolymer ofomega-undecylenic acid with carbon monooxide

Enantioselective alternating copolymerization of carbon monoxide with omega -undecylenic acid was carried out using cationic palladium catalyst modifi ed by 1, 4-3, 6-dianhydro-2, 5-dideoxy-2, 5-bis (diphenylphosphino)-L-idito l WPM. The chiral diphosphine was proved to be effective in the enantiosele ctive copolymerization. The pure poly (1, 4-ketone) was obtained by dissolv ing the copolymer containing spiroketal and 1, 4-ketone units in 1,1,1, 3, 3, 3-hexafluoro-2-propanol and reprecipitating with methanol. Optical rotat ion, elemental analysis, spectra of H-1, C-13 NMR and IR showed that our co polymer was an optically active, isotatic, alternating poly (1,4-ketone) st ructure. The copolymerization was carried out at 45 degreesC for 20 h. Mole cular weight: (M) over bar (n)=1.1 x 10(4) versus polystyrene, (M) over bar (w)/(M) over bar (n)=1.84. Molar optical rotation: [a](589)(20)=+43 degree s (CH3COOC2H5, 5.0 mg/mL). The productivity of the copolymer of omega -unde cylenic acid with carbon monoxide was 40.6 g copolymer/(g Pd . h).