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Immobilization of Chiral Ligands on Polymer Fibers by Electron Beam Induced Grafting and Applications in Enantioselective Catalysis

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journal contribution
posted on 17.07.2001, 00:00 by Sylvestre Degni, Carl-Eric Wilén, Reko Leino
Styrenic TADDOL and l-prolinol-derived monomers were immobilized on polyethylene fibers by electron beam induced preirradiation grafting using styrene as comonomer. The polymer-supported chiral ligands were utilized as catalysts in the asymmetric addition of diethylzinc to benzaldehyde. Fiber-bound titanium TADDOLate gave a quantitative conversion of benzaldehyde to 1-phenylpropan-1-ol in a 97:3 S/R enantiomeric ratio. The catalyst was successfully regenerated and employed in subsequent reactions with retention of high enantioselectivities.