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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

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Reggelin, M. et al.

Reggelin, Doerr, Klussmann, Schultz, Holbach,

Helically chiral polymers: a class of ligands for asymmetric catalysis.

Helically chiral polymers from achiral monomers containing N and P atoms have been shown to be ligands for transition metals such as Pd and Rh. The Rh complex of the phosphane-containing polyisocyanate p(18-co-17) was an active albeit hardly enantioselective catalyst in the asymmetric hydrogenation of the dehydro amino acid N-acetamidocinnamic acid (15% enantiomeric excess). The most active catalyst obtained until now was the Pd-complexed polymethacrylate Pd-p12, which catalyzes the allylic substitution reaction of 1,3-diphenylprop-2-enyl acetate with dimethyl malonate even at -20 degrees C in quantitative yield, although again the enantioselectivity was unsatisfactory. The most successful application of a helically chiral polymer in asymmetric catalysis with respect to both reactivity and enantioselectivity is the polymethacrylate p(5-co-8). Its palladium complex catalyzes the above-mentioned reaction at 0 degrees C with quantitative yield and 60% enantiomeric excess.[1]

References

Helically chiral polymers: a class of ligands for asymmetric catalysis. Reggelin, M., Doerr, S., Klussmann, M., Schultz, M., Holbach, M. Proc. Natl. Acad. Sci. U.S.A. (2004) [Pubmed]

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