NDLI: Kinetics and mechanism of cyclohexene hydrocarbomethoxylation catalyzed by the Pd(OAc)$_{2}$-PPh$

Content Provider	Springer Nature Link
Author	Averyav, V. A. Sevostyava, N. T. Batashev, S. A. Vorobiev, A. A. Rodiova, A. S.
Copyright Year	2014
Abstract	Quantitative characteristics of the influence of the Pd(OAc)$_{2}$-PPh$_{3}$-p-toluenesulfonic acid (TsOH) system and the reagents on cyclohexene hydrocarbomethoxylation are established. It is shown that the reaction is of first order in the cyclohexene concentration and that the dependences of the reaction rate on the CO pressure and the CH$_{3}$OH, PPh$_{3}$, and TsOH concentrations exhibit extreme behavior, with maxima at 1 MPa and 0.3, 0.03, and 0.065 mol/L, respectively. These results are interpreted in terms of a catalytic cycle involving hydride-, alkyl-, and acyl-palladium cationic complexes, as intermediates, and ligand exchange reactions deactivating part of the catalyst. Based on the steady-state concentration method, a kinetic equation is derived closely describing the experimental data. Evaluation of the effective parameters of the kinetic equation led to the conclusion that the reactivity of methanol in the nucleophilic attack on the acyl-palladium intermediate is higher than that of cyclohexanol.
Starting Page	140
Ending Page	147
Page Count	8
File Format	PDF
ISSN	19907931
Journal	Russian Journal of Physical Chemistry B
Volume Number	8
Issue Number	2
e-ISSN	19907923
Language	English
Publisher	Pleiades Publishing
Publisher Date	2014-05-14
Publisher Place	Moscow
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	hydrocarbalkoxylation cyclohexene cyclohexanecarboxylate methylcyclohexanecarboxylate palladium compounds kinetic equation Physical Chemistry
Content Type	Text
Resource Type	Article
Subject	Physical and Theoretical Chemistry

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Temperature Aspect of CH$_{3}$OH effect on the rate of cyclohexene hydrocarbomethoxylation catalyzed by the Pd(OAc)$_{2}$–PPh$_{3}$–p-toluenesulfonic acid system

Kinetic models of cyclohexene hydrocarbomethoxylation catalyzed by the Pd(PPh$_{3}$)$_{2}$Cl$_{2}$–PPh$_{3}$–p-toluenesulfonic acid system

Kinetic aspects of the effect of CO pressure and methanol concentration on cyclohexene hydrocarbomethoxylation in the presence of the Pd(PPh$_{3}$)$_{2}$Cl$_{2}$-PPh$_{3}$-p-toluenesulfonic acid catalytic system

Effect of temperature and CO pressure on the rate of cyclohexene hydrocarbomethoxylation catalyzed by the Pd(OAc)$_{2}$-PPh$_{3}$-TsOH system

Kinetics of cyclohexene hydrocarbalkoxylation with cyclohexanol catalyzed by the Pd(PPh$_{3}$)$_{2}$Cl$_{2}$-PPh$_{3}$-p-toluenesulfonic acid system

Mechanism of the catalytic effect of the Pd(PPh$_{3}$)$_{2}$Cl$_{2}$-PPh$_{3}$-p-toluenesulfonic acid system on cyclohexene hydrocarbalkoxylation in cyclohexanol

Kinetic aspects of the influence of concentrations of methanol and the trans-2,3-bis(diphenylphosphinomethyl)norbornane promoting additive on the hydrocarbomethoxylation of cyclohexene catalyzed by the Pd(OAc)$_{2}$/p-toluenesulfonic acid system

Influence of components of the PdCl$_{2}$(PPh$_{3}$)$_{2}$-PPh$_{3}$-p-toluenesulfonic acid catalytic system on the rate of cyclohexene hydrocarbalkoxylation with m-cresol

Kinetic aspects of the effect of the palladium phosphine complex Pd(PPh$_{3}$)$_{2}$Cl$_{2}$ and free triphenylphosphine on hydrocarbomethoxylation of cyclohexene

Kinetics and mechanism of cyclohexene hydrocarbomethoxylation catalyzed by the Pd(OAc)$_{2}$-PPh$_{3}$-p-toluenesulfonic acid system

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