Activation of Carbonyl-Containing Molecules with Solid Lewis Acids in Aqueous Media

Román‐Leshkov, Yuriy; Davis, Mark E.

doi:10.1021/cs200411d

Cited by 355 publications

(329 citation statements)

References 239 publications

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“…As ar esult, reactions catalyzedb yL ewis acids are usually performed under anhydrous conditions to avoid deactivation of the catalyst. [63] At the same time, water is as olvent of choice for monosaccharides, ast hey are highly polar and poorly soluble in organic solvents. The revealed catalytic activity of Lewis acids for the isomerization of carbohydrates in bulk water has prompted enormousr esearch interest.…”

Section: Isomerization Over Lewis Acidsmentioning

confidence: 99%

Catalytic Isomerization of Biomass‐Derived Aldoses: A Review

Delidovich

Palkovits

2016

ChemSusChem

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Invited for this month's cover are Irina Delidovich and Regina Palkovits from RWTH Aachen University. The mini‐installation of sugar cubes and granulated sugar with chemical equations of isomerization reactions written on it represents a renewable feedstock for producing a broad range of valuable products. Our Review summarizes recent advances on chemocatalytic isomerization. The Review itself is available at 10.1002/cssc.201501577.

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Section: Isomerization Over Lewis Acidsmentioning

confidence: 99%

Catalytic Isomerization of Biomass‐Derived Aldoses: A Review

Delidovich

Palkovits

2016

ChemSusChem

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“…For example, Moliner (6) provides a detailed review of the reactivity of these materials, whereas Dapsens et al (7) give an excellent overview of the current state of the art of synthesis and characterization of Lewis acid zeolites, with a focus on Sn-containing materials. Davis and coworkers (8,9) offer detailed discussion of solid Lewis acid zeolites for catalyzing reactions in aqueous phases.…”

Section: Introductionmentioning

confidence: 99%

Lewis Acid Zeolites for Biomass Conversion: Perspectives and Challenges on Reactivity, Synthesis, and Stability

Luo

Lewis

Román‐Leshkov

2016

Annu. Rev. Chem. Biomol. Eng.

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150

136

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Zeolites containing Sn, Zr, Hf, Nb, or Ta heteroatoms are versatile catalysts for the activation and conversion of oxygenated molecules owing to the unique Lewis acid character of their tetrahedral metal sites. Through fluoride-mediated synthesis, hydrophobic Lewis acid zeolites can behave as water-tolerant catalysts, which has resulted in a recent surge of experimental and computational studies in the field of biomass conversion. However, many open questions still surround these materials, especially relating to the nature of their active sites. This lack of fundamental understanding is exemplified by the many dissonant results that have been described in recent literature reports. In this review, we use a molecular-based approach to provide insight into the relationship between the structure of the metal center and its reactivity toward different substrates, with the ultimate goal of providing a robust framework to understand the properties that have the strongest influence on catalytic performance for the conversion of oxygenates.

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“…In addition to the isomerization of glucose in aqueous media (1-3), the isomerization of triose sugars in methanol or water (8) and the conversion of sugars to lactic acid derivatives in methanol have been reported using Sn-containing porous solids (9). Activation of carbonyl-containing molecules with solid acids has recently been reviewed, and includes the limited data on solid Lewis acid catalysis (especially in aqueous media) (10).…”

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confidence: 99%

Metalloenzyme-like catalyzed isomerizations of sugars by Lewis acid zeolites

Bermejo‐Deval

Assary

Nikolla

et al. 2012

Proc. Natl. Acad. Sci. U.S.A.

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366

484

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Isomerization of sugars is used in a variety of industrially relevant processes and in glycolysis. Here, we show that hydrophobic zeolite beta with framework tin or titanium Lewis acid centers isomerizes sugars, e.g., glucose, via reaction pathways that are analogous to those of metalloenzymes. Specifically, experimental and theoretical investigations reveal that glucose partitions into the zeolite in the pyranose form, ring opens to the acyclic form in the presence of the Lewis acid center, isomerizes into the acyclic form of fructose, and finally ring closes to yield the furanose product. The zeolite catalysts provide processing advantages over metalloenzymes such as an ability to work at higher temperatures and in acidic conditions that allow for the isomerization reaction to be coupled with other important conversions.glucose isomerization | heterogeneous catalysis | reaction mechanism

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Activation of Carbonyl-Containing Molecules with Solid Lewis Acids in Aqueous Media

Cited by 355 publications

References 239 publications

Catalytic Isomerization of Biomass‐Derived Aldoses: A Review

Catalytic Isomerization of Biomass‐Derived Aldoses: A Review

Lewis Acid Zeolites for Biomass Conversion: Perspectives and Challenges on Reactivity, Synthesis, and Stability

Metalloenzyme-like catalyzed isomerizations of sugars by Lewis acid zeolites

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