Catalysts based on Rh(III)-hexamolybdate/γ-Al2O3 and their application in the selective hydrogenation of cinnamaldehyde to hydrocinnamaldehyde

Bertolini, G.; Cabello, Carmen I.; Muñoz, Mercedes; Casella, Mónica Laura; Gazzoli, Delia; Pettiti, Ida; Ferraris, Giovani

doi:10.1016/j.molcata.2012.09.013

Cited by 22 publications

(23 citation statements)

References 37 publications

(71 reference statements)

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“…Various attempts have been made to develop a suitable catalyst system for the selective (C=C vs. C=O) hydrogenation of CAL both in the gas-phase and in the liquid-phase [16][17][18][19][20][21][22][23][24][25][26][27][28].…”

Section: Introductionmentioning

confidence: 99%

“…Pt [16], Ru [17,18], Au [19], Ir [20] and Ni-Co bimetallic [21] catalysts have been reported to be selective for the hydrogenation of C=O to unsaturated alcohol. On the other hand, Pd [12,[21][22][23][24], Ni [25], Rh [26], Pt [9], Pt-Au [9] are selective for the hydrogenation of C=C to form saturated aldehyde. Literature report also shows that smaller Pd particle is selective towards C=C hydrogenation, forming HCAL, while larger Pd particle is selective towards C=O hydrogenation, forming HCOL [27].…”

Section: Introductionmentioning

confidence: 99%

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Chemoselective hydrogenation of cinnamaldehyde at atmospheric pressure over combustion synthesized Pd catalysts

Das

Pal

Llorca

et al. 2017

Reac Kinet Mech Cat

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Chemoselective hydrogenation of cinnamaldehyde at atmospheric pressure over combustion synthesized Pd catalysts

Das

Pal

Llorca

et al. 2017

Reac Kinet Mech Cat

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“…The Meerwein-Pondorf-Verley reaction applied to these aldehydes in homogeneous catalysis allows to selectively obtain the unsaturated alcohol with a high conversion but a large amount of waste: This methodology is therefore prescribed for costly chemicals [2,6,7]. The development of heterogeneous catalysts on various supports, environmentally friendlier and able to selectively hydrogenate both functions separately was thus considered as a valuable option by many authors [1][2][3]5,[8][9][10][11][12][13][14][15][16][17].…”

Section: Introductionmentioning

confidence: 99%

“…COL is generally described as the most challenging product to obtain and is moreover the most valuable: It is a critical intermediate in the production of chemicals such as flavors, pharmaceuticals and perfumes [1,18]. Nevertheless C@C double bond hydrogenation to obtain HCAL as a product was recently reported as intermediate in the synthesis of medicines for the treatment of HIV, which makes it also a challenging product [19].…”

Section: Introductionmentioning

confidence: 99%

“…Oxides, such as silica and alumina, and carbon based supports including activated carbon, carbon nanofibers, carbon nanotubes (CNTs) and recently graphene oxide/reduced graphene oxide (GO/rGO) are the most commonly used supports [1][2][3]5,[8][9][10][11][12][13][14][15][16][17]43]. Among them, nanocarbons (CNTs, GO, rGO) have been selected for this work.…”

Section: Introductionmentioning

confidence: 99%

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Covalently and non-covalently immobilized clusters onto nanocarbons as catalysts precursors for cinnamaldehyde selective hydrogenation

Vriamont

Haynes

McCague-Murphy

et al. 2015

Journal of Catalysis

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Selective Hydrogenation of Cinnamaldehyde to Cinnamal Alcohol over Platinum/Graphene Catalysts

Niu

et al. 2014

ChemCatChem

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IntroductionThe selective hydrogenation of a,b-unsaturated carbonyl compounds is of theoretical and practical significance. [1][2][3] For instance, the hydrogenation of cinnamaldehyde (CAL) can produce cinnamal alcohol (COL), hydrocinnamaldehyde (HALD), and/or hydrocinnamal alcohol (HALC; Scheme 1), but the selective production of COL is difficult because the hydrogenation of the C=C bond is thermodynamically favored over that of the C=O moiety. [1,4] Moreover, acetals and other unidentified high-molecular-weight compounds can also be produced in large quantities in these reactions. [4,5] Although much research has already been focused on this issue, the selective hydrogenation of a,b-unsaturated aldehydes remains a challenge.The selective hydrogenation of a,b-unsaturated aldehydes toward the unsaturated alcohol can be achieved with homogeneous catalysts such as metal hydrides, aluminium isopropoxide, and others. [6,7] However, it is desirable to develop an equal-ly selective heterogeneous catalyst as these are easier to handle and separate from the products. To this end, a large number of studies on supported catalysts based on Pt, Rh, Au, Ru, and Pd active phases have been reported. [8][9][10][11][12] Cordier et al. reported that the selectivity for COL production from CAL hydrogenation follows the sequence Os > Ir > Pt > Ru > Rh > Pd, [13,14] a trend that was correlated with the width of the dband of the metal (Pd < Pt < Ir, Os). Many other studies have targeted supported Pt catalysts because of their high activity and moderate selectivity.In addition to the different metals that can be used to control selectivity in CAL hydrogenation processes, the supports may play an important role to define the selectivity. Indeed, differences in activity and selectivity may be obtained by varying the nature of the interaction between the support and nanoparticles (NPs). For instance, the selectivity toward COL production may be enhanced by using reducible oxides such as CeO 2 , [15] MnO 2 , [16] SnO 2 , [17] TiO 2 , [18] and ZnO [19] because of the electron transfer that takes place between these supports and Catalysts made of Pt nanoparticles dispersed on graphene (X wt %Pt/G, X = 2.0, 3.5, and 5.0) were prepared and characterized by XRD, Raman spectroscopy, BET surface area measurements, TEM, and X-ray photoelectron spectroscopy (XPS), and a 3.5 wt % Pt supported on Vulcan Carbon catalyst (3.5 wt %Pt/ VC) was included as a reference. Although the mean Pt nanoparticle size is approximately 4.4 nm for all X wt %Pt/G and 3.5 wt %Pt/VC catalysts, cinnamal alcohol was produced with high selectivity only with the graphene-supported catalysts:92 % conversion and 88 % selectivity toward cinnamal alcohol were obtained with 3.5 wt %Pt/G. This catalyst also showed good stability in recycling tests. The good selectivity observed with the graphene-based catalysts is attributed to the higher fraction of reduced surface Pt 0 atoms seen on the surface of the Pt nanoparticles (determined by XPS). This interpretation is consistent with D...

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Catalysts based on Rh(III)-hexamolybdate/γ-Al2O3 and their application in the selective hydrogenation of cinnamaldehyde to hydrocinnamaldehyde

Cited by 22 publications

References 37 publications

Chemoselective hydrogenation of cinnamaldehyde at atmospheric pressure over combustion synthesized Pd catalysts

Chemoselective hydrogenation of cinnamaldehyde at atmospheric pressure over combustion synthesized Pd catalysts

Covalently and non-covalently immobilized clusters onto nanocarbons as catalysts precursors for cinnamaldehyde selective hydrogenation

Selective Hydrogenation of Cinnamaldehyde to Cinnamal Alcohol over Platinum/Graphene Catalysts

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