Immobilization of chiral ligands on polymer fibers by electron beam induced grafting and applications in enantioselective catalysis

S Degni; CE Wilen; Reko Leino

doi:10.1021/ol016212y

Immobilization of chiral ligands on polymer fibers by electron beam induced grafting and applications in enantioselective catalysis

S Degni, CE Wilen, Reko Leino

Research output: Contribution to journal › Article › Scientific › peer-review

38 Citations (Scopus)

Abstract

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.

Original language	Undefined/Unknown
Pages (from-to)	2551–2554
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	16
DOIs	https://doi.org/10.1021/ol016212y
Publication status	Published - 2001
MoE publication type	A1 Journal article-refereed

Access to Document

10.1021/ol016212y

Cite this

@article{83b489b7e7cc42cd8b51868fc6b2fe0e,

title = "Immobilization of chiral ligands on polymer fibers by electron beam induced grafting and applications in enantioselective catalysis",

abstract = "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.",

author = "S Degni and CE Wilen and Reko Leino",

year = "2001",

doi = "10.1021/ol016212y",

language = "Odefinierat/ok{\"a}nt",

volume = "3",

pages = "2551–2554",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "16",

}

TY - JOUR

T1 - Immobilization of chiral ligands on polymer fibers by electron beam induced grafting and applications in enantioselective catalysis

AU - Degni, S

AU - Wilen, CE

AU - Leino, Reko

PY - 2001

Y1 - 2001

N2 - 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.

AB - 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.

U2 - 10.1021/ol016212y

DO - 10.1021/ol016212y

M3 - Artikel

SN - 1523-7060

VL - 3

SP - 2551

EP - 2554

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -