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The concentration effects of reactants and components in the Pd(OAc)2/p-toluenesulphonic acid/trans-2,3-bis(diphenylphosphinomethyl)-norbornane catalytic system on the rate of cyclohexene hydrocarbomethoxylation

Paper ID Volume ID Publish Year Pages File Format Full-Text
40757 45864 2012 8 PDF Available
Title
The concentration effects of reactants and components in the Pd(OAc)2/p-toluenesulphonic acid/trans-2,3-bis(diphenylphosphinomethyl)-norbornane catalytic system on the rate of cyclohexene hydrocarbomethoxylation
Abstract

The reactants and components of a catalytic system were studied for their effects on the rate of Pd-catalysed cyclohexene hydrocarbomethoxylation. First-order reaction rate dependences were established for cyclohexene and Pd(OAc)2, while non-monotonic rate dependences were determined for the diphosphine and p-toluenesulphonic acid concentrations and the СО pressure. The reaction was shown to follow first-order kinetics when the methanol concentration was below 0.4 mol/L; however, the reaction rate slowed upon a further increase in the methanol concentration. The obtained results were interpreted by considering a hydride mechanism supplemented with ligand exchange reactions, which decreased the activity of the catalyst, and with hydride complex annihilations by p-toluenesulphonic acid, resulting in complete loss of catalytic activity. Treatment of the proposed mechanism using the quasi-equilibrium concentration method gave a kinetic equation for the reaction that was consistent with the experimental data.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (110 K)Download as PowerPoint slideHighlights► Novel kinetic study of Pd-catalysed cyclohexene hydrocarbomethoxylation. ► High-performing trans-2,3-bis(diphenylphosphinomethyl)norbornane used as a catalyst. ► Influence of reactants and catalyst component concentrations were revealed.

Keywords
Hydrocarboalkoxylation; Catalytic carbonylation; Pd-catalysis; Phosphine-based catalysts; Esters
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The concentration effects of reactants and components in the Pd(OAc)2/p-toluenesulphonic acid/trans-2,3-bis(diphenylphosphinomethyl)-norbornane catalytic system on the rate of cyclohexene hydrocarbomethoxylation
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 449, 27 December 2012, Pages 145–152
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