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Recyclable copper catalysts based on ionic-tagged C2-symmetric Indabox ligands and their application in asymmetric Henry reactions

Paper ID Volume ID Publish Year Pages File Format Full-Text
40921 45871 2012 7 PDF Available
Title
Recyclable copper catalysts based on ionic-tagged C2-symmetric Indabox ligands and their application in asymmetric Henry reactions
Abstract

New imidazolium/pyrrolidinium-tagged Indabox ligands were designed and prepared. Catalysts based on these ligands with Cu(OAc)2·H2O were applied to the asymmetric Henry reaction using various aldehydes and CH3NO2, the products were obtained in high enantioselectivity. Specifically, (R)-1-(2-methoxylphenyl)-2-nitroethanol was obtained in 94% ee in MeOH. Furthermore, the catalyst based on 7 could be recycled at least 12 times by simple wash without an obvious loss of activity or enantioselectivity. This catalytic procedure demonstrated the potential for catalyst recyclability in the asymmetric Henry reaction. Additionally, a theoretical mechanistic study was conducted to explain the origin of the enantioselectivity.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (86 K)Download as PowerPoint slideHighlights► Novel imidazolium/pyrrolidinium-tagged Indabox ligands were prepared successfully. ► New ligands were applied in copper-catalyzed asymmetric Henry reaction. ► The product could be attained at 94% ee value. ► Catalyst could be recycled 12 times, which makes it a green chemical process.

Keywords
Catalyst recycled; Imidazolium/pyrrolidinium-tagged Indabox; Asymmetric Henry reaction; Theoretical mechanistic study
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Recyclable copper catalysts based on ionic-tagged C2-symmetric Indabox ligands and their application in asymmetric Henry reactions
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volumes 425–426, 28 May 2012, Pages 28–34
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