Successive C1–C2 bond cleavage: the mechanism of vanadium(v)-catalyzed aerobic oxidation of d-glucose to formic acid in aqueous solution

2018 ◽  
Vol 20 (26) ◽  
pp. 17942-17951 ◽  
Author(s):  
Muge Niu ◽  
Yucui Hou ◽  
Weize Wu ◽  
Shuhang Ren ◽  
Ru Yang
Keyword(s):  
Aqueous Solution ◽  
Formic Acid ◽  
Aqueous Medium ◽  
Acid Production ◽  
Bond Cleavage ◽  
Aerobic Oxidation ◽  
Isotope Labelling ◽  
Labelling Technique

Successive C1–C2 bond cleavage was found via an isotope-labelling technique in the process of formic acid production from oxidation of bio-derived glucose catalyzed by homogeneous vanadium(v) species in aqueous medium.

scholarly journals Über die Wirkung von Ozon auf Maleinsäure, Fumarsäure und deren Oxidationsprodukte in wäßriger Lösung / Reactions of Ozone with Maleic Acid, Fumaric Acid and with their Oxidation Products in Aqueous Solution

1977 ◽  
Vol 32 (11) ◽  
pp. 1308-1313 ◽  
Author(s):  
Ernst Gilbert
Keyword(s):  
Aqueous Solution ◽  
Oxalic Acid ◽  
Formic Acid ◽  
Fumaric Acid ◽  
Maleic Acid ◽  
Bond Cleavage ◽  
Glyoxylic Acid ◽  
Oxidation Products ◽  
Solution Ph

The ozonation of maleic acid in aqueous solution (pH 3) leads to the formation of glyoxylic acid and formic acid which are oxidized to the stable endproducts oxalic acid and CO2 in the further course of the reaction.With fumaric acid besides the double bond cleavage (75%) an anomalous ozonolysis is observed leading to the formation of the unstable intermediate mesoxalic acid semialdehyde which is oxidized to mesoxalic acid.In both cases 45% of the organic carbon appear as CO2 after the complete elimination of the initial compounds. The specific ozone consumption in our experiments was 4 mmol O3 per mmol of acid.On account of the quantitative follow up of the oxidation products the reaction mechanisms are discussed. The oxidation of glyoxylic acid, formic acid, oxalic acid and mesoxalic acid as pure substances by ozone gives qualitatively the same results as in the mixtures.

Cationic poly-L-amino acid-enhanced selective hydrogen production based on formate decomposition with platinum nanoparticles dispersed by polyvinylpyrrolidone

2021 ◽  
Author(s):  
Yusuke Minami ◽  
Yutaka Amao
Keyword(s):  
Aqueous Solution ◽  
Amino Acid ◽  
Hydrogen Production ◽  
Formic Acid ◽  
Platinum Nanoparticles ◽  
Hydrogen Carrier ◽  
Low Toxicity ◽  
Formate Decomposition

Formate is attracting attention as a hydrogen carrier because of its low toxicity and easy handling in aqueous solution. In order to utilize formic acid as a hydrogen carrier, a...

Continuous-flow formic acid production from the hydrogenation of CO2 without any base

2021 ◽  
Vol 23 (5) ◽  
pp. 1978-1982
Author(s):  
Zhaofu Zhang ◽  
Shuaishuai Liu ◽  
Minqiang Hou ◽  
Guangying Yang ◽  
Buxing Han
Keyword(s):  
Formic Acid ◽  
Continuous Flow ◽  
Acid Production ◽  
Hydrogenation Of Co2 ◽  
Hydrogenation Of Co

Continuous-flow formic acid production from the hydrogenation of CO2 without any base, and the concentration of formic acid by electrodialysis was tested both offline and online.

Study of aerobic oxidation of phenyl PtII complexes (dpms)PtIIPh(L) (dpms = di(2-pyridyl)methanesulfonate; L = water, methanol, or aniline)

2009 ◽  
Vol 87 (1) ◽  
pp. 110-120 ◽  
Author(s):  
Julia R Khusnutdinova ◽  
Peter Y Zavalij ◽  
Andrei N Vedernikov
Keyword(s):  
Aqueous Solution ◽  
Aerobic Oxidation ◽  
Reductive Elimination ◽  
High Yield ◽  
Ambient Conditions ◽  
Activation Barriers ◽  
Methanol Solutions ◽  
Anionic Species ◽  
Mechanism Of Oxidation ◽  
Solution Mechanism

Oxidation of phenyl PtII complexes K[(dpms)PtIIPh2], 1, (dpms)PtIIPh(MeOH), 2, (dpms)PtIIPh(OH2), 3, and methyl PtII complex (dpms)PtIIMe(NH2Ph), 6, with O2 in aqueous or methanol solutions under ambient conditions leads to corresponding (dpms)PtIVR(X)OH complexes (R = X = Ph, 7; R = Ph, X = OH, 8; R = Ph, X = OMe, 9; R = Me, X = NHPh; 11; dpms = di(2-pyridyl)methanesulfonate). Complexes 7–9 could be isolated in high yield. Complex 11 as well as its phenyl analogue (dpms)PtIVPh(NHPh)OH, 10 can be prepared in high yield by oxidation of corresponding (dpms)PtIIR(NH2Ph) with H2O2 in methanol. Phenyl PtII complexes (dpms)PtIIPh(HX) derived from HX = aniline and DMSO, 4 and 5, respectively, are inert toward O2. The rate of oxidation of 1–5 with O2 decreases in the order 1 > 3 ~ 2 » 4, and 5 is unreactive. Methyl analogues are significantly more reactive compared with their phenyl counterparts. Proposed mechanism of oxidation with O2 includes formation of anionic species (dpms)PtIIR(X)– responsible for reaction with dioxygen. Attempts at C–O and C–N reductive elimination from phenyl PtIV complexes 7–10 do not lead to phenyl derivatives PhX at 80–100 °C, consistent with the results of the DFT estimates of corresponding activation barriers, ΔG0 exceeding 28 kcal/mol.Key words: platinum phenyl complexes, oxidation, dioxygen, aqueous solution, mechanism.

Enhancement of formic acid production from CO2 in formate dehydrogenase reaction using nanoparticles

RSC Advances ◽  
2016 ◽  
Vol 6 (111) ◽  
pp. 109978-109982 ◽  
Author(s):  
Young-Kee Kim ◽  
Sung-Yeob Lee ◽  
Byung-Keun Oh
Keyword(s):  
Mass Transfer ◽  
Formic Acid ◽  
Acid Production ◽  
Transfer Rate ◽  
Formate Dehydrogenase ◽  
Mass Transfer Rate ◽  
Liquid Mass ◽  
Dehydrogenase Reaction ◽  
Liquid Mass Transfer ◽  
Mesoporous Nanoparticles

In an enzyme process using a gas substrate, the enhanced gas liquid mass transfer rate of the gas substrate by methyl-functionalized mesoporous nanoparticles could improve the productivity.

scholarly journals Crystallization and preliminary X-ray characterization of the 2,4′-dihydroxyacetophenone dioxygenase fromAlcaligenessp. 4HAP

2014 ◽  
Vol 70 (6) ◽  
pp. 823-826 ◽  
Author(s):  
G. Beaven ◽  
A. Bowyer ◽  
P. Erskine ◽  
S. P. Wood ◽  
A. McCoy ◽  
...  
Keyword(s):  
Synchrotron Radiation ◽  
Formic Acid ◽  
Molecular Oxygen ◽  
Aromatic Ring ◽  
Bond Cleavage ◽  
Its Sequence ◽  
Hydroxybenzoic Acid ◽  
X Ray

The enzyme 2,4′-dihydroxyacetophenone dioxygenase (or DAD) catalyses the conversion of 2,4′-dihydroxyacetophenone to 4-hydroxybenzoic acid and formic acid with the incorporation of molecular oxygen. Whilst the vast majority of dioxygenases cleave within the aromatic ring of the substrate, DAD is very unusual in that it is involved in C—C bond cleavage in a substituent of the aromatic ring. There is evidence that the enzyme is a homotetramer of 20.3 kDa subunits each containing nonhaem iron and its sequence suggests that it belongs to the cupin family of dioxygenases. By the use of limited chymotrypsinolysis, the DAD enzyme fromAlcaligenessp. 4HAP has been crystallized in a form that diffracts synchrotron radiation to a resolution of 2.2 Å.

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