Highly Stereoselective Epoxidation with H2O2 Catalyzed by Electron-Rich Aminopyridine Manganese Catalysts

Fast, efficient, and highly stereoselective epoxidation with H2O2 is reached by manganese coordination complexes with e-rich aminopyridine tetradentate ligands. It is shown that the electronic properties of these catalysts vary systematically with the stereoselectivity of the O-atom transfer event a...

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Bibliographic Details
Published in:Organic letters 2013-12, Vol.15 (24), p.6158-6161
Main Authors: Cussó, Olaf, Garcia-Bosch, Isaac, Font, David, Ribas, Xavi, Lloret-Fillol, Julio, Costas, Miquel
Format: Article
Language:English
Subjects:
Aminopyridines - chemistry
Catalysis
Crystallography, X-Ray
Electrons
Epoxy Compounds - chemical synthesis
Epoxy Compounds - chemistry
Hydrogen Peroxide - chemistry
Manganese - chemistry
Models, Molecular
Molecular Structure
Organometallic Compounds - chemistry
Stereoisomerism
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Summary:Fast, efficient, and highly stereoselective epoxidation with H2O2 is reached by manganese coordination complexes with e-rich aminopyridine tetradentate ligands. It is shown that the electronic properties of these catalysts vary systematically with the stereoselectivity of the O-atom transfer event and exert fine control over the activation of hydrogen peroxide, reducing the amount of carboxylic acid co-catalyst necessary for efficient operation.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol403018x