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The enhanced asymmetric hydrogenation of unsymmetrical benzils to hydrobenzoin catalyzed by organosoluble zirconium phosphonate-immobilized ruthenium catalyst

Paper ID Volume ID Publish Year Pages File Format Full-Text
39746 45834 2014 10 PDF Available
Title
The enhanced asymmetric hydrogenation of unsymmetrical benzils to hydrobenzoin catalyzed by organosoluble zirconium phosphonate-immobilized ruthenium catalyst
Abstract

•Zirconium phosphonate-supported ruthenium catalysts were homogenized.•Unsymmetrical benzils were hydrogenated in excellent catalytic performance.•The good reusability with 97.0% conv., 95.6% syn, syn/anti = 20.7 in the fifth run.

In this article, a successful design on translating a heterogeneous catalysis of chiral zirconium phosphonate-supported ruthenium catalyst into a homogeneous system was developed by the covalent attachment of chiral (R,R)-1,2-diphenyl-ethylenediamine [(R,R)-DPEN] into the backbone of zirconium phosphonate with the different arm lengths (n = 2, 4, 6) and immobilization of [RuCl2(p-cymene)]2. Their catalytic performances in the homogeneous asymmetric transfer hydrogenation of unsymmetrical benzils with m- and p-substituents were enhanced, and the excellent activities (>97.1% conv.), diastereomeric and enantiomeric purities (syn/anti = 11.0–29.4, 91.8–99.2%ee syn) were achieved. These homogeneous supported Ru catalysts could be quantitatively and readily recovered by addition of ethyl acetate and centrifugation by solid/liquid separation, and be reused for five times without significant loss of their catalytic performances with 97.0% conv., 95.6% syn and syn/anti = 20.7.

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Keywords
Zirconium phosphonate; Homogeneous catalysis; Asymmetric hydrogenation; Unsymmetrical benzil; Ruthenium
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The enhanced asymmetric hydrogenation of unsymmetrical benzils to hydrobenzoin catalyzed by organosoluble zirconium phosphonate-immobilized ruthenium catalyst
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 479, 5 June 2014, Pages 49–58
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