Immobilization of chiral ligands on polymer fibers by electron beam induced grafting and applications in enantioselective catalysis.
[reaction: see text] 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.
Degni
S
S
Laboratory of Polymer Technology, Abo Akademi University, FIN-20500 Abo, Finland.
Wilén
C E
CE
Leino
R
R