Efficient Production of Biomass‐Derived C<sub>4</sub> Chiral Synthons in Aqueous Solution

Lin, Shangfei; Guo, Xiao; Qin, Kai; Feng, Lei; Zhang, Yahong; Tang, Yi

doi:10.1002/cctc.201700944

Cited by 13 publications

(14 citation statements)

References 35 publications

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“…is still missing. 13,16 In the other hand, hybrid and biohybrid materials or nanocomposites based on LDH, with unique electrocatalytic properties, have been used as electrode modifiers in electrochemical sensing applications for the determination of environmental pollutants or small biomarkers, such as glucose or hydrogen peroxide [1][2][3][17][18][19][20][21] . Hydrogen peroxide (H 2 O 2 ) is a small molecule which has key implications in various industrial or biomedical processes.…”

Section: Introductionmentioning

confidence: 99%

Insights into the Structure and the Electrochemical Reactivity of Cobalt-Manganese Layered Double Hydroxides: Application to H₂O₂ Sensing

et al. 2020

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A series of Co R Mn-LDH (R = 1, 2, 3, 4, 5) was synthesized by the coprecipitation method. The formation of layered double hydroxides (LDH) phases is confirmed by powder X-ray diffraction (XRD) and infrared spectroscopy (FTIR). The energy dispersive X-ray analysis (EDX) shows the total coprecipitation of Co and Mn. The X-ray photoelectron spectroscopy (XPS) gives evidence of the joint presence of Co(II), Co(III) and Mn(III) in the LDH structures in proportion depending on the initial R value. The Rietveld refinement of the structure using the XRD data reveals that the sample with a CoMn ratio 3:1 displays a pure LDH phase containing mainly Co(II) and Mn(III) with a M(II)/M(III) of nearly 2.1, in agreement with the X-ray absorption spectroscopy (XAS) results at the Co and Mn K-edges, strong hydrogen bonding network involving CO 3 2-/OHcharge compensating anions in the interlayers. When compared with the other Co R Mn-LDH, the Co 3 Mn-LDH displays the best redox properties in an alkaline medium (0.1 M NaOH) and in a neutral pH (Tris buffer). An indepth study of the Co 3 Mn-LDH obtained after electrochemical oxidation was also performed. The evolution of Co and Mn oxidation state under electrochemical oxidation were evidenced by XPS. Finally, the performance of the Co 3 Mn-LDH modified electrode was determined for the electrocatalytic detection of hydrogen peroxide.

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Section: Introductionmentioning

confidence: 99%

Insights into the Structure and the Electrochemical Reactivity of Cobalt-Manganese Layered Double Hydroxides: Application to H₂O₂ Sensing

et al. 2020

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“…Why can the retro‐aldol process of GLU/MAN occur in alcohol solvents and why do the conversion rates have such a trend in the four solvents? Previous studies exhibited that the retro‐aldol process of sugar could be catalyzed by Lewis acids . It is thus rational to conceive that the Lewis acidic solvents can trigger the retro‐aldol conversion of GLU/MAN as well.…”

Section: Resultsmentioning

confidence: 99%

“…It will be sequentially transformed into GA or other undesirable products like tars . Moreover, the coexistence of other side reaction such as isomerization process among hexoses can further decrease its selectivity and yield . As a result, developing a proper strategy to accumulate tetrose is prerequisite for C4 platform chemicals.…”

Section: Introductionmentioning

confidence: 99%

Catalysis and Stability Effect of Solvent Alcohol on the C6 Aldose Conversion toward Tetrose

Hou

Yan

et al. 2019

ChemCatChem

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Conversions of biomass feedstock into various valuable chemicals are of great significance. As a typical route, retro‐aldol condensation of monosaccharide greatly expands the variety of biomass‐derived platform chemicals via a selective C−C splitting. Herein, we describe a solvent‐catalysed strategy to high‐selectively accumulate tetrose (four‐carbon platform chemical) from C6 aldoses via the retro‐aldol/aldol process. We find that alcohol solvents with Lewis acidity facilitate the C−C splitting process of hexose under the catalyst‐free condition. The conversion is the fastest in methanol while it is the slowest in isopropanol. The product distribution is greatly influenced by the alcohols through shifting the equilibrium between tetrose and glycolaldehyde (GA). The addition of catalyst only accelerates the reaction rate, and does not change the product distribution. On the one hand, the acetalization of GA with methanol or ethanol shifts the equilibrium from tetrose toward GA, which results in a low yield of tetrose in methanol or ethanol solvent. On the other hand, tetrose can be well accumulated in isopropanol or n‐butanol, and the yield of tetrose in isopropanol is higher than in n‐butanol because tetrose can be well solvated and stabilized in it. This solvent‐dependent reaction strategy provides a new possibility which contributes to the conversion of biomass feedback into valuable platform chemicals and accumulation of target products by utilizing the solvation effect.

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“…The production of glycaldehyde, α-hydroxy-γ-valerolactone and D-tetroses (D-(-)erythrose and D-(+)-erythrulose) was pursued in a different study, where they analyzed the profile of the products from the conversion of glucose with different catalysts. Ammonium tungstate gave the best conversion of 94.4%, obtaining mostly glycaldehyde as product, with a yield of 52.5% [42].…”

Section: Other Routes From Glucose To Value-added Productsmentioning

confidence: 99%

“…The production of chiral C4 synthons like the tetroses D-(−)-erythrose and D-(+)-erythrulose, from hexoses such as glucose and mannose was studied by Lin et al, as discussed in Section 2.2 [42]. The reaction is a retro aldol process performed at 190 • C with tungstic and molybdic catalysts that results in yields of almost 46% to tetroses, subsequently transformed into several chiral C4 synthons.…”

Section: Catalytic Transformation Of Mannosementioning

confidence: 99%

Catalytic Processes from Biomass-Derived Hexoses and Pentoses: A Recent Literature Overview

2018

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Biomass is a plentiful renewable source of energy, food, feed and chemicals. It fixes about 1–2% of the solar energy received by the Earth through photosynthesis in both terrestrial and aquatic plants like macro- and microalgae. As fossil resources deplete, biomass appears a good complement and eventually a good substitute feedstock, but still needs the development of relatively new catalytic processes. For this purpose, catalytic transformations, whether alone or combined with thermal ones and separation operations, have been under study in recent years. Catalytic biorefineries are based on dehydration-hydrations, hydrogenations, oxidations, epimerizations, isomerizations, aldol condensations and other reactions to obtain a plethora of chemicals, including alcohols, ketones, furans and acids, as well as materials such as polycarbonates. Nevertheless, there is still a need for higher selectivity, stability, and regenerability of catalysts and of process intensification by a wise combination of operations, either in-series or combined (one-pot), to reach economic feasibility. Here we present a literature survey of the latest developments for obtaining value-added products using hexoses and pentoses derived from lignocellulosic material, as well as algae as a source of carbohydrates for subsequent transformations.

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Efficient Production of Biomass‐Derived C₄ Chiral Synthons in Aqueous Solution

Cited by 13 publications

References 35 publications

Insights into the Structure and the Electrochemical Reactivity of Cobalt-Manganese Layered Double Hydroxides: Application to H₂O₂ Sensing

Insights into the Structure and the Electrochemical Reactivity of Cobalt-Manganese Layered Double Hydroxides: Application to H₂O₂ Sensing

Catalysis and Stability Effect of Solvent Alcohol on the C6 Aldose Conversion toward Tetrose

Catalytic Processes from Biomass-Derived Hexoses and Pentoses: A Recent Literature Overview

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Efficient Production of Biomass‐Derived C4 Chiral Synthons in Aqueous Solution

Cited by 13 publications

References 35 publications

Insights into the Structure and the Electrochemical Reactivity of Cobalt-Manganese Layered Double Hydroxides: Application to H2O2 Sensing

Insights into the Structure and the Electrochemical Reactivity of Cobalt-Manganese Layered Double Hydroxides: Application to H2O2 Sensing

Catalysis and Stability Effect of Solvent Alcohol on the C6 Aldose Conversion toward Tetrose

Catalytic Processes from Biomass-Derived Hexoses and Pentoses: A Recent Literature Overview

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Efficient Production of Biomass‐Derived C₄ Chiral Synthons in Aqueous Solution

Insights into the Structure and the Electrochemical Reactivity of Cobalt-Manganese Layered Double Hydroxides: Application to H₂O₂ Sensing

Insights into the Structure and the Electrochemical Reactivity of Cobalt-Manganese Layered Double Hydroxides: Application to H₂O₂ Sensing