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Easy separation and reutilization of the Jacobsen's catalyst in olefin oxidation

Paper ID Volume ID Publish Year Pages File Format Full-Text
42674 45936 2009 5 PDF Available
Title
Easy separation and reutilization of the Jacobsen's catalyst in olefin oxidation
Abstract

A new method for recycling the Jacobsen's catalyst used for the catalytic oxidation of R-(+)-limonene and cis-ethyl cinnamate at room temperature by in situ generated dimethyldioxirane (DMD) as oxidizing agent is presented. Neither the immobilization of the catalyst to the solid support nor modification of its chemical structure is involved in this method. Therefore, the excellent catalytic properties of the Jacobsen's catalyst could be retained. Limonene diepoxide was the main product of the oxidation of R-(+)-limonene, whereas a single epoxide with good enanantioselectivity (78% ee) was obtained in the asymmetric oxidation of cis-ethyl cinnamate. On the other hand, R-(+)-limonene showed to be more reactive than cis-ethyl cinnamate. In both cases, the catalyst was recovered and recycled without appreciable loss of its initial catalytic activity.

Graphical abstractA new method for recycling the Jacobsen's catalyst applied to the catalytic oxidation of R-(+)-limonene and cis-ethyl cinnamate at room temperature using in situ generated dimethyldioxirane (DMD) as oxidizing agent is presented. The strategy was to vary the solubility of the catalyst during reaction. The catalyst was quite stable towards oxidative degradation.Figure optionsDownload full-size imageDownload as PowerPoint slide

Keywords
Catalytic oxidation; Jacobsen's catalyst; Dimethyldioxirane; Catalyst recovery; Catalyst reusability
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Easy separation and reutilization of the Jacobsen's catalyst in olefin oxidation
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 366, Issue 2, 25 September 2009, Pages 348–352
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us