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Catalytic isomerization of allyl alcohols to carbonyl compounds using poisoned Pd nanoparticles

Paper ID Volume ID Publish Year Pages File Format Full-Text
41368 45886 2011 5 PDF Available
Title
Catalytic isomerization of allyl alcohols to carbonyl compounds using poisoned Pd nanoparticles
Abstract

This article shows that Pd nanoparticles (NPs) poisoned by alkanethiolate monolayers can catalyze the isomerization of allyl alcohols to the corresponding carbonyl compounds in a relatively high efficiency and with a high selectivity. Pd nanoparticles are produced by the borohydride reduction of K2PdCl4 in toluene/H2O using sodium S-dodecylthiosulfate as a source for the alkanethiolate ligands. Both kinetic and thermodynamic effects control the catalytic reactions of various substituted allyl alcohols. In general, less substituted allyl alcohols including prop-2-en-1-ol and pent-1-en-3-ol are isomerized to the corresponding aldehyde or ketone more efficiently. More substituted allyl alcohols such as but-2-en-1-ol and 3-methylbut-2-en-1-ol do not undergo isomerization under the same condition. However, the presence of reactive, less substituted allyl alcohols is found to promote the isomerization of poorly reactive, more substituted allyl alcohols.

Graphical abstractIsomerization over hydrogenation of allyl alcohols using poisoned Pd nanoparticles.Figure optionsDownload full-size imageDownload high-quality image (79 K)Download as PowerPoint slideHighlights► Sodium S-alkylthiosulfate (Bunte salts) generates less densely packed alkanethiolate monolayers on Pd nanoparticle surface. ► Pd nanoparticles poisoned by alkanethiolate catalyze selective isomerization over hydrogenation of allyl alcohols. ► Both kinetic and thermodynamic effects control the catalytic reactions of substituted allyl alcohols.

Keywords
NPs, nanoparticlesPd nanoparticle; Isomerization; Allyl alcohols; Thiol poisoning; Bunte salts
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Catalytic isomerization of allyl alcohols to carbonyl compounds using poisoned Pd nanoparticles
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 405, Issues 1–2, 3 October 2011, Pages 137–141
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