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Editor£ºgroup9 Date£º2015-09-09 12:10:19 Hits:844
A novel hyperbranched polyethylene (HBPE)-supported L-proline has been developed via a bottom-up copolymerization strategy. Copolymerization of ethylene and a protected proline acrylate comonomer with cationic Pd-diimine catalysts was conducted, followed by de-protection of the proline groups. Welldefined HBPE copolymers having molecular weights (MWs) of 10.3–50.3 kDa and 3.2–15.6 L-proline molecules per HBPE polymer chain were synthesized. The effects of the L-proline amount and HBPE MW on the catalyst performance were studied. The HBPE catalysts were efficient in asymmetric aldol reactions of p-nitrobenzaldehyde (p-NBA) or benzaldehyde derivatives with cyclohexanone. High p-NBA conversions of up to 98% and excellent product selectivities with anti/syn = 98/2 and ee > 99% were achieved. Moreover, the HBPE catalysts could be easily recovered by adding water into the product. The recovered catalysts could be reused multiple times with only a slight decline in reactivity and selectivity.