A comparison between conventional and ultrasound-mediated heterogeneous catalysis: hydrogenation of 3-buten-1-ol aqueous solutions

Disselkamp, Robert S.; Judd, Kayte M.; Hart, Todd R.; Peden, Charles H. F.; Posakony, Gerald J.; Bond, Leonard J.

doi:10.1016/j.jcat.2003.08.008

Cited by 25 publications

(14 citation statements)

References 13 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The use of ultrasound to promote organic reactions is well known [7,8] but its application to fluorine chemistry is less developed. Hydrogenation by this procedure was found to be highly efficient for increasing the yield and the hydrogenation rate in the case of non fluorinated olefins [9].…”

Section: Introductionmentioning

confidence: 96%

Convenient synthesis of fluorinated alkanes and cycloalkanes by hydrogenation of perfluoroalkylalkenes under ultrasound irradiation

Carcenac¹,

Tordeux²,

Wakselman³

et al. 2005

Journal of Fluorine Chemistry

View full text Add to dashboard Cite

Section: Introductionmentioning

confidence: 96%

Convenient synthesis of fluorinated alkanes and cycloalkanes by hydrogenation of perfluoroalkylalkenes under ultrasound irradiation

Carcenac¹,

Tordeux²,

Wakselman³

et al. 2005

Journal of Fluorine Chemistry

View full text Add to dashboard Cite

“…During this step, as well as during the reaction steps, a NesLab RTE-140 bath circulation unit used to maintain constant temperature throughout an experiment. Temperature was maintained at 298 ± 3 K by setting the bath circulation temperature to account for the temperature difference between the inside of the reactor and the bath temperature during sonication, which was measured to be equal 1.0 K per 100 W of applied sonifier electrical power [17]. No mechanical stirring of the solution was performed during sonication.…”

Section: Methodsmentioning

confidence: 99%

Ultrasound-assisted hydrogenation of cinnamaldehyde

Disselkamp

Hart

Williams

et al. 2005

Ultrasonics Sonochemistry

View full text Add to dashboard Cite

The hydrogenation, employing hydrogen gas, of cinnamaldehyde was performed using Pd-black and Raney Ni catalysts at 298+/-3 K in a water-cooled (jacketed) reaction vessel. Sampling at pre-determined time intervals and GC/MS analysis yielded time-dependent product state distribution information. A kinetic modeling of the data revealed that cinnamaldehyde was both hydrogenated directly to the final product benzenepropanol, as well as a fraction being converted to the intermediate benzenepropanal, where the latter was subsequently hydrogenated to benzenepropanol. Comparing the ultrasound-assisted and blank (stirred) experiments revealed that a higher maximum relative concentration of the intermediate benzenepropanal was formed in the ultrasound experiments compared to the stirred experiment. The activity of the ultrasound experiments compared to blank were 9-fold and 20-fold greater for the Pd-black and Raney Ni catalysts, respectively. Finally, an application of the Bell-Evans-Polanyi principle to yield an estimate of the ratio of rate coefficients for benzenepropanal and benzenepropanol formation was performed by considering chemical group energy differences and surface adsorption energy differences in the first mechanistic step of hydrogenation.

show abstract

“…US has been used to overcome this problem and is usually reported to greatly accelerate the catalytic hydrogenation of olefins [29,54], cinnamaldehyde [55,56], 3-buten-2-ol [57,58], while selectivity to target products is either unchanged or increased under mild RT and AHP conditions. This effect has been attributed to sonication's dispersion effect on the catalyst and the effect of cavitation on the hydrogenation process.…”

Section: Ultrasonic Effects On Semi-hydrogenation Of Pa and Bydmentioning

confidence: 99%

Ultrasonically improved semi-hydrogenation of alkynes to (Z-)alkenes over novel lead-free Pd/Boehmite catalysts

Cravotto

Gaudino

et al. 2017

Ultrasonics Sonochemistry

View full text Add to dashboard Cite

This paper reports the application of ultrasound in the semi-hydrogenation of alkynes over two novel Pd/Boehmite catalysts. The semi-hydrogenations of phenylacetylene, diphenylacetylene and 2-butyne-1,4-diol have either been investigated in an ultrasonic bath under atmospheric hydrogen pressure, or in an ultrasonic horn reactor under 0.1-0.5MPa hydrogen pressure. Alkyne hydrogenation was suppressed by sonication under atmospheric hydrogen pressure, but promoted by sonication under 0.1MPa of hydrogen pressure. Sonication increased selectivity towards the semi-hydrogenated products in both cases. Catalyst loading, hydrogen pressure, temperature and the presence of quinoline, all impacted on hydrogenation rate, activity and selectivity to semi-hydrogenated products. Palladium leaching from the catalyst was evaluated in ethanol and hexane both under plain stirring and sonication.

show abstract

A comparison between conventional and ultrasound-mediated heterogeneous catalysis: hydrogenation of 3-buten-1-ol aqueous solutions

Cited by 25 publications

References 13 publications

Convenient synthesis of fluorinated alkanes and cycloalkanes by hydrogenation of perfluoroalkylalkenes under ultrasound irradiation

Convenient synthesis of fluorinated alkanes and cycloalkanes by hydrogenation of perfluoroalkylalkenes under ultrasound irradiation

Ultrasound-assisted hydrogenation of cinnamaldehyde

Ultrasonically improved semi-hydrogenation of alkynes to (Z-)alkenes over novel lead-free Pd/Boehmite catalysts

Contact Info

Product

Resources

About