Pyridyl N-Oxide Substituted Helically Chiral Poly(methacrylate)s in Asymmetric Organocatalysis

Pyridyl N-Oxide Substituted Helically Chiral Poly(methacrylate)s in Asymmetric Organocatalysis

Four pyridyl substituted helically chiral poly(methacrylate)s poly-1−poly-4 were oxidized with m-CPBA, yielding four pyridyl N-oxide substituted polymers poly-5−poly-8. Poly[(3-pyridyl N-oxide)dibenzosuberyl methacrylate] poly(3PyDBSMA-NO) poly-5 was found to be quantitatively oxidized and showed a...

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Veröffentlicht in:Macromolecules 2005-06, Vol.38 (13), p.5375-5380
Hauptverfasser: Müller, Constanze A, Hoffart, Timo, Holbach, Michael, Reggelin, Michael
Format: Artikel
Sprache:eng
Schlagworte:
Applied sciences
Chemical modifications
Chemical reactions and properties
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
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Zusammenfassung:Four pyridyl substituted helically chiral poly(methacrylate)s poly-1−poly-4 were oxidized with m-CPBA, yielding four pyridyl N-oxide substituted polymers poly-5−poly-8. Poly[(3-pyridyl N-oxide)dibenzosuberyl methacrylate] poly(3PyDBSMA-NO) poly-5 was found to be quantitatively oxidized and showed a stable helical conformation. It was an active organocatalyst in the asymmetric allylation of benzaldehyde with allyltrichlorosilane.
ISSN:0024-9297
1520-5835
DOI:10.1021/ma0503357