Metal triflates are tunable acidic catalysts for high yielding conversion of cellulosic biomass into ethyl levulinate

Bodachivskyi, Iurii; Kuzhiumparambil, Unnikrishnan; Williams, D. Bradley G.

doi:10.1016/j.fuproc.2019.106159

Cited by 27 publications

(29 citation statements)

References 39 publications

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“…DESs are inexpensive and recoverable media for the fractionation of biomass and in rare instances also for the conversion of mono- and oligosaccharides into value-added products. − However, there is only little information relating to the direct transformation of biomass into platform chemicals in DESs. In our former studies, we discovered that the fully renewable mixture of choline chloride and oxalic acid dihydrate (ChCl/oxalic acid) is a highly functional deep eutectic system for the pretreatment of bulk cellulose, such as wood pulp . The work has shown that this DES can be recycled without loss of activity .…”

Section: Introductionmentioning

confidence: 99%

“…In our former studies, we discovered that the fully renewable mixture of choline chloride and oxalic acid dihydrate (ChCl/oxalic acid) is a highly functional deep eutectic system for the pretreatment of bulk cellulose, such as wood pulp . The work has shown that this DES can be recycled without loss of activity . We have also shown that ChCl/oxalic acid is an optimal catalyst, relative to other acidic DESs, for the hydrolysis of cellulose into low-molecular weight saccharides in a co-solvent system with 1-butyl-3-methylimidazolium chloride ([C 4 mim]Cl) .…”

Section: Introductionmentioning

confidence: 99%

“…We have also shown that ChCl/oxalic acid is an optimal catalyst, relative to other acidic DESs, for the hydrolysis of cellulose into low-molecular weight saccharides in a co-solvent system with 1-butyl-3-methylimidazolium chloride ([C 4 mim]Cl) . There is presently no efficient transformation of unrefined lignocellulose in DESs under known conditions, , seemingly a consequence of the complex chemical composition of native polysaccharides and their varied reactivities. In one instance, the processing of the softwood biomass in ChCl/oxalic acid solvent led to substantial formation of byproducts.…”

Section: Introductionmentioning

confidence: 99%

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Catalytic Valorization of Native Biomass in a Deep Eutectic Solvent: A Systematic Approach toward High-Yielding Reactions of Polysaccharides

Bodachivskyi

Kuzhiumparambil

Williams

2019

ACS Sustainable Chem. Eng.

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This work investigates catalytic reactions of raw, bulk, native biomass (poly)carbohydrates in the choline chloride/oxalic acid deep eutectic solvent. In particular, we systematically explore the reactivity of native glucans, fructans, and xylans in model transformations of refined substrates and unrefined cellulosic materials in the catalyst–solvent. We show that α-linked glucose polymers, fructans, and xylans are all amenable to hydrolytic processing, and only the linear polysaccharide cellulose remains rather intractable under our conditions. Improved fundamental understanding of the chemistry permits tuning the reaction parameters toward high yielding conversion of undervalued terrestrial and marine biomass into significantly value-added glucose (yield up to 68 wt %), fructose (yield up to 60 wt %), xylose (yield up to 73 wt %), 5-(hydroxymethyl)furfural (yield up to 14 mol %), or furfural (yield up to 72 mol %). Under these optimized conditions, cellulose remains as an unreacted portion, which could be recovered and very effectively beneficiated, delivering additional useful chemicals in high yields from the biomass and optimizing toward total use of the biomass. We realize efficient conversions of polysaccharides of the biomass into high yields of useful small molecules.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Catalytic Valorization of Native Biomass in a Deep Eutectic Solvent: A Systematic Approach toward High-Yielding Reactions of Polysaccharides

Bodachivskyi

Kuzhiumparambil

Williams

2019

ACS Sustainable Chem. Eng.

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“…Metal triflates display a wide variety of applications in inorganic chemistry and catalysis in particular. [1][2][3][4] Recent examples show that Ni(OTf)2 displays superior catalytic activity compared to other Ni salts in C-H arylation and C-C coupling reactions. 5,6 Fe II or Fe III triflate salts have performed better than other Fe salts in oxidation, radical addition, and C-O bond silylation.…”

Section: Introductionmentioning

confidence: 99%

On-Demand Electrochemical Synthesis of copper(I) Triflate and Its Application in the Aerobic Oxidation of Alcohols

Nicholls¹,

Bourne²,

Nguyen³

et al. 2021

Preprint

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<p>An on-demand electrochemical synthesis of copper(I) triflate under both batch and continuous flow conditions has been developed. A major benefit of the electrochemical methodology is that the only by-product of the reaction is hydrogen gas which obviates the need for work-up and purification, and water is not incorporated into the product. Upon completion of the electrochemical synthesis, solutions are directly transferred or dispensed into reaction mixtures for the catalytic oxidation of alcohols with no requirement for work-up or purification. </p>

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Section: Introductionmentioning

confidence: 99%

On-Demand Electrochemical Synthesis of copper(I) Triflate and Its Application in the Aerobic Oxidation of Alcohols

Nicholls¹,

Ra²,

Bn³

et al. 2021

Preprint

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Metal triflates are tunable acidic catalysts for high yielding conversion of cellulosic biomass into ethyl levulinate

Cited by 27 publications

References 39 publications

Catalytic Valorization of Native Biomass in a Deep Eutectic Solvent: A Systematic Approach toward High-Yielding Reactions of Polysaccharides

Catalytic Valorization of Native Biomass in a Deep Eutectic Solvent: A Systematic Approach toward High-Yielding Reactions of Polysaccharides

On-Demand Electrochemical Synthesis of copper(I) Triflate and Its Application in the Aerobic Oxidation of Alcohols

On-Demand Electrochemical Synthesis of copper(I) Triflate and Its Application in the Aerobic Oxidation of Alcohols

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