A novel and efficient catalytic epoxidation of olefins with adducts derived from methyltrioxorhenium and chiral aliphatic amines

Nitrogen-based adducts derived from methyltrioxorhenium(VII) and chiral aliphatic amines have been synthesized and applied to the efficient catalytic epoxidation of olefins with urea hydrogen peroxide complex as the primary oxidant. These complexes retain their catalytic activity when microencapsula...

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Bibliographic Details
Published in:Journal of catalysis 2008-07, Vol.257 (2), p.262-269
Main Authors: Vezzosi, Stefano, Guimerais Ferré, Anna, Crucianelli, Marcello, Crestini, Claudia, Saladino, Raffaele
Format: Article
Language:English
Subjects:
Catalysis
Chemical synthesis
Chemistry
Chiral amines
Exact sciences and technology
General and physical chemistry
Hydrogen peroxide
Methyltrioxorhenium
Nitrogen
Oxidation
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:Nitrogen-based adducts derived from methyltrioxorhenium(VII) and chiral aliphatic amines have been synthesized and applied to the efficient catalytic epoxidation of olefins with urea hydrogen peroxide complex as the primary oxidant. These complexes retain their catalytic activity when microencapsulated in polystyrene. A moderate steroinduction was obtained in the epoxidation of prochiral olefins with complexes between methyltrioxorhenium and chiral trans-1,2-cyclohexyldiamine. The values of steroinduction were found to increase after the microencapsulation process.
ISSN:0021-9517
1090-2694
DOI:10.1016/j.jcat.2008.05.004