Self-Assembled Nanoreactors as Highly Active Catalysts in the Hydrolytic Kinetic Resolution (HKR) of Epoxides in Water

Self-Assembled Nanoreactors as Highly Active Catalysts in the Hydrolytic Kinetic Resolution (HKR) of Epoxides in Water

CoIII(salen) complexes have been immobilized on amphiphilic block copolymers, which self‐assemble in water to give micellar aggregates with a hydrophobic Co(salen) core and a water‐soluble shell (see picture). These aggregates were used to catalyze the hydrolytic kinetic resolution (HKR) of racemic...

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Veröffentlicht in:Angewandte Chemie International Edition 2006-02, Vol.45 (8), p.1309-1312
Hauptverfasser: Rossbach, Benjamin M., Leopold, Kerstin, Weberskirch, Ralf
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
epoxides
Epoxy Compounds - chemistry
Hydrolysis
immobilization
kinetic resolution
Molecular Conformation
Molecular Structure
Nanotechnology - instrumentation
Particle Size
polymers
self-assembly
Water - chemistry
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Zusammenfassung:CoIII(salen) complexes have been immobilized on amphiphilic block copolymers, which self‐assemble in water to give micellar aggregates with a hydrophobic Co(salen) core and a water‐soluble shell (see picture). These aggregates were used to catalyze the hydrolytic kinetic resolution (HKR) of racemic aromatic epoxides over four consecutive cycles and gave the epoxides in up to 99 % ee. H2salen=N,N′‐bis(salicylidene)ethylenediamine.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200503291