New Trends in Palladium‐Catalyzed Transfer Hydrogenations Using Formic Acid

Prasad, Kapa; Jiang, Xinglong; Slade, Joel; Clemens, Jennifer; Repič, Oljan; Blacklock, Thomas J.

doi:10.1002/adsc.200505132

Cited by 40 publications

(33 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…On the basis of literature reports on transfer hydrogenations with FA promoted by a catalytic amounts of amines, 41 trioctylamine (TOA) was tested in our triphase system made by water/ioctane/[P 8,8,8,1 …”

Section: Acs Sustainable Chemistry and Engineeringmentioning

confidence: 99%

Upgrade of Biomass-Derived Levulinic Acid via Ru/C-Catalyzed Hydrogenation to γ-Valerolactone in Aqueous–Organic–Ionic Liquids Multiphase Systems

Selva

Gottardo

Perosa

2012

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

A liquid triphase system made by an aqueous phase, an organic phase, and an ionic liquid was designed and applied to the catalytic hydrogenation/dehydration of biomass-derived levulinic acid to γ-valerolactone. This paper demonstrates that, by operating at 100−150°C and 35 atm of H 2 , both in the presence of Ru/C or of a homogeneous Ru precursor, the use of the triphase system designed to match the investigated reaction allows the following: (1) to obtain up to quantitative conversions and 100% selectivity toward the desired product; (2) to recover the product by simple phase separation; and (3) to preserve the catalyst activity for in situ recycles without loss of metal. Globally the investigated reaction proves the concept that a cradle-to-grave approach to the design of a catalytic reaction system can improve the global sustainability of a chemical transformation by improving efficiency, product isolation, and catalyst recycle.

show abstract

Section: Acs Sustainable Chemistry and Engineeringmentioning

confidence: 99%

Upgrade of Biomass-Derived Levulinic Acid via Ru/C-Catalyzed Hydrogenation to γ-Valerolactone in Aqueous–Organic–Ionic Liquids Multiphase Systems

Selva

Gottardo

Perosa

2012

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

show abstract

“…2-butanol yield was 43% using 82 mmol of 2-butanone, , table 3). in literature was found that the use of formate salts is an interesting alternative as a hydrogen source, which generates non-gaseous by-products that can be easily recovered [30]. to date, the reactions related to the hydrogenation of 2-butanone in 2-butanol are still being studied to determine which are the factors and the optimal conditions to obtain a higher yield of the product.…”

Section: -Butanone Hydrogenation Into 2-butanol Preliminary Resultsmentioning

confidence: 99%

Conversion of lignocellulosic biomass in biobutanol by a NOVEL thermal process

Martinez¹,

Duret²,

Minh³

et al. 2019

Int. J. EQ

View full text Add to dashboard Cite

“…By considering the p K a of formic acid (3.5), the acid form (HCO 2 H) contributes to the reaction conversion better than basic formate (HCO 2 − ) does. H 2 transfer from formic acid to a nitro compound has often been facilitated in the presence of a base, such as triethylamine and NH 3 [28,32,42–44]. Therefore, the addition of such bases is usually necessary for transfer hydrogenation.…”

Section: Resultsmentioning

confidence: 99%

“…Because Pd-based catalysts have usually been regarded as the most active catalysts [27–28 32], we modified the inner surface of tubular reactors with thin Pd, porous Pd, and their oxidized metal layers. Herein, we present a simple, rapid and convenient process for the reduction of p -nitrophenol, which is compatible with high reaction conversion under mild conditions.…”

Section: Introductionmentioning

confidence: 99%

Simple and rapid hydrogenation of p-nitrophenol with aqueous formic acid in catalytic flow reactors

Javaid¹,

Kawasaki²,

Suzuki³

et al. 2013

Beilstein J. Org. Chem.

View full text Add to dashboard Cite

SummaryThe inner surface of a metallic tube (i.d. 0.5 mm) was coated with a palladium (Pd)-based thin metallic layer by flow electroless plating. Simultaneous plating of Pd and silver (Ag) from their electroless-plating solution produced a mixed distributed bimetallic layer. Preferential acid leaching of Ag from the Pd–Ag layer produced a porous Pd surface. Hydrogenation of p-nitrophenol was examined in the presence of formic acid simply by passing the reaction solution through the catalytic tubular reactors. p-Aminophenol was the sole product of hydrogenation. No side reaction occurred. Reaction conversion with respect to p-nitrophenol was dependent on the catalyst layer type, the temperature, pH, amount of formic acid, and the residence time. A porous and oxidized Pd (PdO) surface gave the best reaction conversion among the catalytic reactors examined. p-Nitrophenol was converted quantitatively to p-aminophenol within 15 s of residence time in the porous PdO reactor at 40 °C. Evolution of carbon dioxide (CO2) was observed during the reaction, although hydrogen (H2) was not found in the gas phase. Dehydrogenation of formic acid did not occur to any practical degree in the absence of p-nitrophenol. Consequently, the nitro group was reduced via hydrogen transfer from formic acid to p-nitrophenol and not by hydrogen generated by dehydrogenation of formic acid.

show abstract

New Trends in Palladium‐Catalyzed Transfer Hydrogenations Using Formic Acid

Cited by 40 publications

References 11 publications

Upgrade of Biomass-Derived Levulinic Acid via Ru/C-Catalyzed Hydrogenation to γ-Valerolactone in Aqueous–Organic–Ionic Liquids Multiphase Systems

Upgrade of Biomass-Derived Levulinic Acid via Ru/C-Catalyzed Hydrogenation to γ-Valerolactone in Aqueous–Organic–Ionic Liquids Multiphase Systems

Conversion of lignocellulosic biomass in biobutanol by a NOVEL thermal process

Simple and rapid hydrogenation of p-nitrophenol with aqueous formic acid in catalytic flow reactors

Contact Info

Product

Resources

About