Hydrogenation of chalcones using hydrogen permeating through a Pd and palladized Pd electrodes

Gutiérrez, M.; Nazareno, Mónica A.; Sosa, Virginia E.; Mishima, B. A. López de; Mishima, H.

doi:10.1016/j.electacta.2010.05.032

Cited by 5 publications

(5 citation statements)

References 39 publications

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“…While the olefinic CC double bonds in these compounds were successfully hydrogenated, the ketone functional groups remained intact. This led to the formation of benzylacetone and benzylacetophenone, respectively, thereby underscoring the selective nature of the catalyst …”

Section: Applications Of Epmrmentioning

confidence: 99%

“…This led to the formation of benzylacetone and benzylacetophenone, respectively, thereby underscoring the selective nature of the catalyst. 49 A comprehensive investigation assessing the efficacy of various secondary metal catalysts coated on Pd membrane (MPd/Pd m ) electrodes for the hydrogenation of C�C and C�O bonds was reported recently. 50 Owing to the unique attributes of ePMR, steps such as H 2 adsorption and activation to form active hydrogen species (H*) are eliminated, enabling a direct evaluation of the intrinsic hydrogenation activity of each secondary metal catalyst.…”

Section: Hydrogenation Of Aldehydes Ketones and Co 2 : Impacts Of Cat...mentioning

confidence: 99%

“…This led to the formation of benzylacetone and benzylacetophenone, respectively, thereby underscoring the selective nature of the catalyst. 49 …”

Section: Applications Of Epmrmentioning

confidence: 99%

“…Compared to traditional thermocatalytic hydrogenation, electrocatalytic hydrogenation offers several advantages due to its elimination of the need for H 2 . − First, it circumvents the kinetic barrier associated with the thermal splitting of H 2 , allowing for reactions to occur under ambient conditions. Second, the issues related to the low solubility and mass transport of H 2 in reaction solutions are also avoided, as water can commonly serve as the hydrogen source.…”

Section: Introductionmentioning

confidence: 99%

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Electrocatalytic Hydrogenation Using Palladium Membrane Reactors

Han,

Li,

Sun

2024

JACS Au

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Hydrogenation is a crucial chemical process employed in a myriad of industries, often facilitated by metals such as Pd, Pt, and Ni as catalysts. Traditional thermocatalytic hydrogenation usually necessitates high temperature and elevated pressure, making the process energy intensive. Electrocatalytic hydrogenation offers an alternative but suffers from issues such as competing H 2 evolution, electrolyte separation, and limited solvent selection. This Perspective introduces the evolution and advantages of the electrocatalytic Pd membrane reactor (ePMR) as a solution to these challenges. ePMR utilizes a Pd membrane to physically separate the electrochemical chamber from the hydrogenation chamber, permitting the use of water as the hydrogen source and eliminating the need for H 2 gas. This setup allows for greater control over reaction conditions, such as solvent and electrolyte selection, while mitigating issues such as low Faradaic efficiency and complex product separation. Several representative hydrogenation reactions (e.g., hydrogenation of C�C, C�C, C�O, C�N, and O�O bonds) achieved via ePMR over the past 30 years were concisely discussed to highlight the unique advantages of ePMR. Promising research directions along with the advancement of ePMR for more challenging hydrogenation reactions are also proposed. Finally, we provide a prospect for future development of this distinctive hydrogenation strategy using hydrogen-permeable membrane electrodes.

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Section: Applications Of Epmrmentioning

confidence: 99%

Section: Hydrogenation Of Aldehydes Ketones and Co 2 : Impacts Of Cat...mentioning

confidence: 99%

“…This led to the formation of benzylacetone and benzylacetophenone, respectively, thereby underscoring the selective nature of the catalyst. 49 …”

Section: Applications Of Epmrmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Electrocatalytic Hydrogenation Using Palladium Membrane Reactors

Han,

Li,

Sun

2024

JACS Au

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“…& Eggert, 1954;Cornubert & Thomas, 1954;Hammond, et al, 2009;Inoue, et al, 2002;Chikashita, et al, 1987;Felpin & Fouquet, 2010;Gutierrez, et al, 2010;Zheng, et al, 2015;Keess & Oestreich, 2017;Mori, et al, 2006;Lipshutz, et al, 1998;Wang, et al, 2016). In a classical procedure described by Cornubert et al, the selective reduction of the C=C double bond in the α,β-unsaturated ketone (chalcone) 1a was performed by means of a catalytic hydrogenation process in EtOH mediated by Raney-Nickel poisoned with halo-alkanes (R-X).…”

Section: Original Articlementioning

confidence: 99%

Uso de una mezcla dioxane/MeOH/NaBH4 en caliente como un medio conveniente para la reducción química selectiva del doble enlace C=C en sistemas α,β-insaturados

Abonı́a

García

2021

Rev. Acad. Colomb. Cienc. Ex. Fis. Nat.

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Productos de Knoevenagel diversamente sustituidos fueron sometidos a reducción con una solución de NaBH4 en MeOH/p-dioxano a 70 oC. A través de este proceso, se alcanzó la reducción selectiva de sus dobles enlaces C=C en todos los casos. Las condiciones de reducción establecidas toleró una variedad de grupos funcionales, aunque productos simples de condensación aldólica o de Claisen- Schmidt mostraron menos selectividad hacia la reducción del doble enlace C=C, y por el contrario, condujo específicamente a la reducción de los grupos C=O. Adicionalmente, la selectividad de nuestras condiciones de reducción mediadas por NaBH4 fue comparada con la clásica hidrogenación catalítica mediada por Raney-Nickel para encontrar algunas similitudes y diferencias. Así mismo, se propuso una secuencia de pasos mecanísticos, con el fin de intentar explicar el proceso de reducción selectiva mediada por NaBH4.

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Using a hydrogen-permeable palladium membrane electrode to produce hydrogen from water and hydrogenate toluene

Sato

Itoh

2016

International Journal of Hydrogen Energy

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Hydrogenation of chalcones using hydrogen permeating through a Pd and palladized Pd electrodes

Cited by 5 publications

References 39 publications

Electrocatalytic Hydrogenation Using Palladium Membrane Reactors

Electrocatalytic Hydrogenation Using Palladium Membrane Reactors

Uso de una mezcla dioxane/MeOH/NaBH4 en caliente como un medio conveniente para la reducción química selectiva del doble enlace C=C en sistemas α,β-insaturados

Using a hydrogen-permeable palladium membrane electrode to produce hydrogen from water and hydrogenate toluene

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