A tripodal sulfur ligand for the selective ruthenium-catalysed hydrogenation of dimethyl oxalate

Boardman, Brian; Hanton, Martin J.; Rensburg, Hendrik van; Tooze, Robert P.

doi:10.1039/b601216g

Cited by 43 publications

(23 citation statements)

References 25 publications

(38 reference statements)

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“…Recently the tripodal sulfur ligand TriSulf Bu has been used by Boardman et al [7] for the selective homogeneous rutheniumcatalyzed hydrogenation of dimethyl oxalate to methyl glycolate.…”

Section: Introductionmentioning

confidence: 99%

Isotopomeric diols by “one-pot” Ru-catalyzed homogeneous hydrogenation of dicarboxylic acids

Rosi

Frediani

2010

Journal of Organometallic Chemistry

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“…Recently the tripodal sulfur ligand TriSulf Bu has been used by Boardman et al [7] for the selective homogeneous rutheniumcatalyzed hydrogenation of dimethyl oxalate to methyl glycolate.…”

Section: Introductionmentioning

confidence: 99%

Isotopomeric diols by “one-pot” Ru-catalyzed homogeneous hydrogenation of dicarboxylic acids

Rosi

Frediani

2010

Journal of Organometallic Chemistry

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“…Hydrogenation of DMO has been previously carried out in both homogeneous and heterogeneous systems based on noble‐metal catalysts, such as Ru10–12 and Ag 13. However, these homogeneous catalysts are expensive and suffer from separation issue 7, 14.…”

Section: Introductionmentioning

confidence: 99%

Hydrogenation of dimethyl oxalate to ethylene glycol on a Cu/SiO₂/cordierite monolithic catalyst: Enhanced internal mass transfer and stability

et al. 2011

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in Wiley Online Library (wileyonlinelibrary.com).The design and application of a Cu/SiO 2 -based monolithic catalyst for hydrogenation of dimethyl oxalate (DMO) to ethylene glycol (EG) is presented. The catalyst was dip-coated on cordierite with highly dispersed Cu/SiO 2 slurry prepared by ammonia evaporation method. This structure guarantees high dispersion of copper species within the mesopores of silica matrix in the form of copper phyllosilicate. The catalyst is low cost, stable, and exhibits high activity in the reaction of hydrogenation of DMO, achieving a 100% conversion of DMO and more than 95% selectivity to EG. Notably, STY EG over the monolith is significantly enhanced compared to the packed bed Cu/SiO 2 catalysts in both forms of pellet and cylinder. It is primarily due to the relatively short diffusive pathway of the thin wash-coat layer and high efficiency of the active phase derived from the monolithic catalyst. Theoretical results indicated that the internal mass transfer is dominated on the catalysts of pellet and cylinders. Moreover, the monolithic catalyst possessed excellent thermal stability compared to the pellet catalyst, which is attributed to the regular channel structure, uniform distribution of flow. Catalytic activity testsOur catalytic reactivity system (monolithic fixed-bed MRCS8004B System) (shown in Figure 1) consists of a continuous-flow stainless steel reactor (15 mm i.d. and 350 mm length) inside a horizontal furnace with a temperature controller. The gas distributor has been equipped at the entrance of the reactor to ensure a uniform gas distribution. The monolithic Cu/SiO 2 catalysts were placed in the middle of the (a) scheme of monolith catalyst, (b) SEM images of a monolith channel, and (c) cross-sectional cordierite monolith wash-coated with Cu/SiO2 catalyst, and (d) TEM image of calcined wash-coat layer.

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“…334 Dimethyl oxalate is selectively hydrogenated to methyl glycolate with Ru(acac) 3 , Zn, and [MeC(CH 2 SBu) 3 ] as the catalyst system. 335 Highly enantioselective (up to 93% ee) hydrogenation of an α-alkoxy ketone has been achieved using (phosphiee noferrocenyl)oxazoline-ruthenium catalysts. Choice of appropriate solvent and base is essential for the success of this reaction.…”

Section: Hydrogenationmentioning

confidence: 99%

Oxidation and Reduction

Banerji¹

2010

Organic Reaction Mechanisms · 2006

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A tripodal sulfur ligand for the selective ruthenium-catalysed hydrogenation of dimethyl oxalate

Abstract: The first example of a catalyst utilising a sulfur-based ligand [MeC(CH2SBu)3] for the selective hydrogenation of dimethyl oxalate to methyl glycolate is reported.

Cited by 43 publications

References 25 publications

Isotopomeric diols by “one-pot” Ru-catalyzed homogeneous hydrogenation of dicarboxylic acids

Isotopomeric diols by “one-pot” Ru-catalyzed homogeneous hydrogenation of dicarboxylic acids

Hydrogenation of dimethyl oxalate to ethylene glycol on a Cu/SiO₂/cordierite monolithic catalyst: Enhanced internal mass transfer and stability

Oxidation and Reduction

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A tripodal sulfur ligand for the selective ruthenium-catalysed hydrogenation of dimethyl oxalate

Abstract: The first example of a catalyst utilising a sulfur-based ligand [MeC(CH2SBu)3] for the selective hydrogenation of dimethyl oxalate to methyl glycolate is reported.

Cited by 43 publications

References 25 publications

Isotopomeric diols by “one-pot” Ru-catalyzed homogeneous hydrogenation of dicarboxylic acids

Isotopomeric diols by “one-pot” Ru-catalyzed homogeneous hydrogenation of dicarboxylic acids

Hydrogenation of dimethyl oxalate to ethylene glycol on a Cu/SiO2/cordierite monolithic catalyst: Enhanced internal mass transfer and stability

Oxidation and Reduction

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Product

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Hydrogenation of dimethyl oxalate to ethylene glycol on a Cu/SiO₂/cordierite monolithic catalyst: Enhanced internal mass transfer and stability