Facile synthesis of γ-valerolactone by transfer hydrogenation of methyl levulinate and levulinic acid over Ni/ZrO2

Sakakibara, Kazuya; Endo, Kazuma; Osawa, Tsutomu

doi:10.1016/j.catcom.2019.03.021

Cited by 33 publications

(27 citation statements)

References 33 publications

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“…[55] Osawa and coworkers employed Ni/ZrO catalyst for the transfer hydrogenation of LA at 120°C using 2-propanol as Hdonor solvent. [56] Catalytic data revealed that over bare ZrO support, isopropyl levulinate was produced in relatively higher yield (~20 %) via transesterification reaction. Whereas, low yield of GVL (~18 %) was also observed along with other side products.…”

Section: Methodsmentioning

confidence: 99%

An Account of the Catalytic Transfer Hydrogenation and Hydrogenolysis of Carbohydrate‐Derived Renewable Platform Chemicals over Non‐Precious Heterogeneous Metal Catalysts

2020

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Sustainable and eco‐friendly catalytic processes for renewable lignocellulose biomass conversion into liquid fuels and useful chemicals offer solutions to minimize greenhouse gases emission and associated negative climate impacts. Lignocellulose derived cellulose and hemicellulose can be converted into platform chemicals including glucose, fructose, xylose, 5‐hydroxymethylfurfural, furfural, levulinic acid, levulinate esters, etc. These platform chemicals can be subsequently converted into liquid fuels and value‐added chemicals using heterogeneous catalytic processes such as; oxidation, hydrogenation, hydrogenolysis, etc. The catalytic transfer hydrogenation and hydrogenolysis (CTH) over non‐precious metal catalysts have recently drawn considerable research interest. This review summarizes recent progress on non‐precious metals catalyzed CTH processes, which also include photocatalysis and electrocatalysis, for the transformation of 5‐hydroxymethylfurfural, furfural, levulinic acid, and, levulinate esters into furfuryl alcohol, 2‐methylfuran, 2,5‐dimethylfuran, and, gamma‐valerolactone; elucidate structure‐function relationship and highlights the underlying reaction mechanisms. This review is timely and provides detailed fundamental insights about the nature of active sites and CTH processes that will be useful for the researchers willing to work in this exciting area.

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Section: Methodsmentioning

confidence: 99%

An Account of the Catalytic Transfer Hydrogenation and Hydrogenolysis of Carbohydrate‐Derived Renewable Platform Chemicals over Non‐Precious Heterogeneous Metal Catalysts

2020

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“…Nickel is one of the most efficient non-noble metals used in the conversion of LA into GVL. [20][21][22][23][24][25] In the last decades, different metals have been supported on low-cost minerals and tested in this or in similar catalytic reactions. One of these materials is sepiolite, which has been used as a catalytic support in many reactions.…”

Section: Introductionmentioning

confidence: 99%

“…The LA to GVL transformation can also take place without the addition of molecular hydrogen by catalytic transfer hydrogenation employing different types of alcohols as hydrogen donors, such as 2-propanol, 2-butanol or isopropyl alcohol. [37][38][39][40] Then, catalytic transfer hydrogenation via the Meerwein-Ponndorf-Verley presents, selecting the reaction conditions, good chemo-selectivity for the carbonyl groups reduction and this allows this reaction can take place with reasonably high efficiency.…”

Section: Introductionmentioning

confidence: 99%

Low temperature conversion of levulinic acid into γ-valerolactone using Zn to generate hydrogen from water and nickel catalysts supported on sepiolite

et al. 2020

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“…Table 1 lists recent studies about Ni catalysts for GVL synthesis using as substrates levulinic acid or its derivatives methyl levulinate (ML) and ethyl levulinate (ET) [51][52][53][54][55][56][57][58][59][60][61][62][63][64][65][66][67][68]. In many cases, Ni was supported on different materials or mixed with other metals to increase its catalytic activity.…”

Section: Introductionmentioning

confidence: 99%

“…In many cases, Ni was supported on different materials or mixed with other metals to increase its catalytic activity. Most of these reactions were carried out with molecular hydrogen [51,[56][57][58][59][60][62][63][64][65][66][67], whereas other studies [52][53][54][55] used 2-propanol or formic acid as a hydrogen source [61,67]. Table 1 lists recent studies about Ni catalysts for GVL synthesis using as substrates levulinic acid or its derivatives methyl levulinate (ML) and ethyl levulinate (ET) [50][51][52][53][54][55][56][57][58][59][60][61][62][63][64][65].…”

Section: Introductionmentioning

confidence: 99%

Ni Supported on Natural Clays as a Catalyst for the Transformation of Levulinic Acid into γ-Valerolactone without the Addition of Molecular Hydrogen

et al. 2020

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γ-Valerolactone (GVL) is a valuable chemical that can be used as a clean additive for automotive fuels. This compound can be produced from biomass-derived compounds. Levulinic acid (LA) is a compound that can be obtained easily from biomass and it can be transformed into GVL by dehydration and hydrogenation using metallic catalysts. In this work, catalysts of Ni (a non-noble metal) supported on a series of natural and low-cost clay-materials have been tested in the transformation of LA into GVL. Catalysts were prepared by a modified wet impregnation method using oxalic acid trying to facilitate a suitable metal dispersion. The supports employed are attapulgite and two sepiolites with different surface areas. Reaction tests have been undertaken using an aqueous medium at moderate reaction temperatures of 120 and 180 °C. Three types of experiments were undertaken: (i) without H2 source, (ii) using formic acid (FA) as hydrogen source and (iii) using Zn in order to transform water in hydrogen through the reaction Zn + H2O → ZnO + H2. The best results have been obtained combining Zn (which plays a double role as a reactant for hydrogen formation and as a catalyst) and Ni/attapulgite. Yields to GVL higher than 98% have been obtained at 180 °C in the best cases. The best catalytic performance has been related to the presence of tiny Ni particles as nickel crystallites larger than 4 nm were not present in the most efficient catalysts.

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Facile synthesis of γ-valerolactone by transfer hydrogenation of methyl levulinate and levulinic acid over Ni/ZrO2

Cited by 33 publications

References 33 publications

An Account of the Catalytic Transfer Hydrogenation and Hydrogenolysis of Carbohydrate‐Derived Renewable Platform Chemicals over Non‐Precious Heterogeneous Metal Catalysts

An Account of the Catalytic Transfer Hydrogenation and Hydrogenolysis of Carbohydrate‐Derived Renewable Platform Chemicals over Non‐Precious Heterogeneous Metal Catalysts

Low temperature conversion of levulinic acid into γ-valerolactone using Zn to generate hydrogen from water and nickel catalysts supported on sepiolite

Ni Supported on Natural Clays as a Catalyst for the Transformation of Levulinic Acid into γ-Valerolactone without the Addition of Molecular Hydrogen

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