scholarly journals Selective catalytic hydrogenation of biomass derived furans to secondary alcohols using Pt /polyoxometalate catalysts under mild reaction conditions

2021 ◽  
Author(s):  
Magdy Sherbi ◽  
Maria Stuckart ◽  
Jakob Albert
Keyword(s):  
Catalytic Hydrogenation ◽  
Secondary Alcohols ◽  
Reaction Conditions

Kinetics and Mechanism of Oxidation of Aliphatic Secondary Alcohols by Benzimidazolium Fluorochromate in Dimethyl Sulphoxide Solvent

2021 ◽  
Vol 37 (3) ◽  
pp. 626-633
Author(s):  
Bhawana Arora ◽  
Jitendra Ojha ◽  
Pallavi Mishra
Keyword(s):  
Activation Parameters ◽  
Sigmatropic Rearrangement ◽  
Dimethyl Sulphoxide ◽  
Secondary Alcohols ◽  
Hydrogen Ions ◽  
Reaction Conditions ◽  
First Order Kinetics ◽  
Aqueous Solvent ◽  
Ester Formation ◽  
Different Temperatures

Oxidation of secondary alcohols is an important part of synthetic organic chemistry. Various studies are carried out at different reaction conditions to determine the best mechanistic pathways. In our study, oxidation of different secondary alcohols was done by using Benzimidazolium Fluorochromate in Dimethyl Sulphoxide, which is a non-aqueous solvent. Oxidation resulted in the formation of ketonic compounds. The reaction showed first order kinetics both in BIFC and in the alcohols. Hydrogen ions were used to catalyze the reaction. We selected four different temperatures to carry out our study. The correlation within the activation parameters like enthalpies and entropies was in accordance with the Exnerʼs criterion. The deuterated benzhydrol (PhCDOHPh) oxidation exhibited an important primary kinetic isotopic effect (kH / kD = 5.76) at 298 K. The solvent effect was studied using the multiparametric equations of Taft and Swain. There was no effect of addition of acrylonitrile on the oxidation rate. The mechanism involved sigmatropic rearrangement with the transfer of hydrogen ion taking place from alcohol to the oxidant via a cyclic chromate ester formation.

scholarly journals The regioselective dehydration of unsymmetrical secondary alcohols under Mitsunobu's reaction conditions.

1990 ◽  
Vol 38 (9) ◽  
pp. 2377-2380 ◽  
Author(s):  
Hiroyuki AKITA ◽  
Harutami YAMADA ◽  
Hiroko MATSUKURA ◽  
Tadashi NAKATA ◽  
Takeshi OISHI
Keyword(s):  
Secondary Alcohols ◽  
Reaction Conditions

scholarly journals Derivatives of the triaminoguanidinium ion, 5. Acylation of triaminoguanidines leading to symmetrical tris(acylamino)guanidines and mesoionic 1,2,4-triazolium-3-aminides

2017 ◽  
Vol 13 ◽  
pp. 579-588 ◽  
Author(s):  
Jan Szabo ◽  
Julian Greiner ◽  
Gerhard Maas
Keyword(s):  
Crystal Structure ◽  
Carboxylic Acid ◽  
Nitrogen Atom ◽  
Catalytic Hydrogenation ◽  
Acid Chlorides ◽  
Reaction Conditions ◽  
Derivatives Of ◽  
Guanidinium Salts ◽  
Triazolium Salts

Depending on the reaction conditions, N,N’,N’’-tris(benzylamino)guanidinium salts can react with carboxylic acid chlorides to form either symmetrical N,N’,N’’-tris(N-acyl-N-benzylamido)guanidines 6 or mesoionic 4-amino-1,2,4-triazolium-3-hydrazinides 7. The latter were converted into 1,2,4-triazolium salts by protonation or methylation at the hydrazinide nitrogen atom. Neutral 1,2,4-triazoles 10 were obtained by catalytic hydrogenation of an N-benzyl derivative. Crystal structure analyses of a 4-benzylamino-1,2,4-triazolium-3-hydrazinide and of two derived 1,2,4-triazolium salts are presented.

Efficient catalytic hydrogenation of alkyl levulinates to γ-valerolactone

2019 ◽  
Vol 21 (19) ◽  
pp. 5195-5200 ◽  
Author(s):  
Rosa Padilla ◽  
Mike S. B. Jørgensen ◽  
Márcio W. Paixão ◽  
Martin Nielsen
Keyword(s):  
Catalytic Hydrogenation ◽  
High Efficacy ◽  
Reaction Conditions ◽  
Alkyl Levulinates

Catalytic hydrogenation of alkyl levulinates to γ-valerolactone is achieved under mild reaction conditions employing pincer PNP-M complexes. High efficacy is demonstrated with TON's exceeding 9000. Furthermore, the feasibility of recycling is shown.

Catalytic Hydrogenation with Amorphous and Crystalline Pd8 0Si2 0

1981 ◽  
Vol 8 ◽  
Author(s):  
Bill C. Giessen ◽  
Sabri S. Mahmoud ◽  
David A. Forsyth ◽  
Markus Hediger
Keyword(s):  
Double Bond ◽  
Catalytic Hydrogenation ◽  
Metallic Glasses ◽  
Hydrogen Deuterium Exchange ◽  
Reaction Conditions ◽  
Crystalline Phases ◽  
Hydrogenation Catalysts ◽  
Double Bond Migration ◽  
Hydrogenation Reactions ◽  
Hydrogen Deuterium

ABSTRACTSeveral metallic glasses in the form of ribbons were screened for activity as hydrogenation catalysts. Pd80Si20 and (Ni50Fe50)80B20 showed activity in reducing cyclohexene. Pd 80 Si20 was further examined for differences between the glassy and crystalline phases in the selectivity shown during hydrogenation reactions of n-hexenes, phenylethyne, α-pinene, and cyclododecene. No significant differences were found for catalytic selectivity in regard to cis-trans isomerization, double bond migration, and stereochemistry of addition under the reaction conditions used. Minor differences were observed in hydrogen-deuterium exchange.

scholarly journals Catalytic hydrogenation in the process of 2-((1-benzylpiperidin-4-yl) methyl)-5,6-dimethoxy-2,3-dihydroinden-1-one hydrochloride synthesis I. Catalyst screening and finding the optimal reaction conditions

2012 ◽  
Vol 14 (3) ◽  
pp. 38-47 ◽  
Author(s):  
Zrinka Mastelic Samardzic ◽  
Stanka Zrncevic
Keyword(s):  
Catalytic Hydrogenation ◽  
Hydrogen Pressure ◽  
Main Product ◽  
Catalyst Activity ◽  
Solvent Polarity ◽  
Catalyst Loading ◽  
Hydrogenation Rate ◽  
Reaction Conditions ◽  
Catalyst Screening ◽  
Optimal Reaction

1 Catalytic hydrogenation of 2-((1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)methylene)-5,6-dimethoxy-2,3-dihydroinden- 1-one hydrochloride () to 2-((1-benzylpiperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydroinden- 1-one hydrochloride (2) was investigated in the batch-slurry reactor. The 5% Pt/C catalyst was chosen to search the optimal reaction conditions because of its higher catalytic activity compared to other catalysts used in the work. To investigate the catalyst activity, selectivity and stability, the effect of agitation speed, catalyst loading, solvent, temperature, hydrogen pressure and catalyst reuse were studied. The initial rate of hydrogenation increases with the increase of catalyst loading, with the temperature and solvent polarity, if alcohols were used as solvents. The hydrogenation rate decreases with higher hydrogen pressure and that was explained by competitive adsorption of both reactants. The results also indicate that 5% Pt/C is a promising catalyst for 1 hydrogenation because at relatively mild reaction conditions selectivity towards main product was high (98%) and catalyst maintains its activity during successive runs.

N,O-ligated Pd(ii) complexes for catalytic alcohol oxidation

2014 ◽  
Vol 4 (8) ◽  
pp. 2526-2534 ◽  
Author(s):  
Laura M. Dornan ◽  
Gráinne M. A. Clendenning ◽  
Mateusz B. Pitak ◽  
Simon J. Coles ◽  
Mark J. Muldoon
Keyword(s):  
Crystal Structure ◽  
Sulfonic Acid ◽  
Active Catalyst ◽  
Alcohol Oxidation ◽  
Secondary Alcohols ◽  
Reaction Conditions ◽  
Highly Active

The (HSA)Pd(OAc)2 complex (where HSA = 8-hydroxyquinoline-2-sulfonic acid) is a highly active catalyst for the oxidation of a range of secondary alcohols in 4–6 hours at a low loading of 0.5 mol%. The crystal structure has been obtained and the influence of reaction conditions on catalyst degradation was also examined.

scholarly journals Iridium Catalyzed Synthesis of Tetrahydro-1H-Indoles by Dehydrogenative Condensation

Inorganics ◽  
2019 ◽  
Vol 7 (8) ◽  
pp. 97 ◽  
Author(s):  
Forberg ◽  
Kallmeier ◽  
Kempe
Keyword(s):  
Title Compound ◽  
Secondary Alcohols ◽  
Pd Catalyst ◽  
Pincer Ligand ◽  
Reaction Conditions ◽  
Iridium Catalyst ◽  
Synthetic Procedure ◽  
Reaction Proceeds ◽  
Synthetic Routes ◽  
First Time

Novel synthetic routes to the commonly encountered indole motif are highly sought after. Tetrahydro-1H-indoles were synthesized for the first time from secondary alcohols and 2aminocyclohexanol in the presence of a well-established iridium catalyst using a modified synthetic procedure recently developed for the synthesis of hydrocarbazoles. The catalyst is stabilized by an inexpensive and easy-to-synthesize triazine based PN5P pincer ligand. The reaction proceeds through acceptorless dehydrogenative condensation (ADC) and yields the title compound, dihydrogen, and water and can thus be classified as sustainable synthesis. Overall, five examples, three of which were previously unknown compounds, were prepared. The propitious isolated yields and the mild reaction conditions show the synthetic value of this approach. These tetrahydroindoles can be quantitatively dehydrogenated over a heterogeneous Pd catalyst to yield the corresponding indoles.

Catalytic Hydrogenation of Pyrylium Salts: A Convenient Route to Alkyl-Substituted Tetrahydropyrans

1986 ◽  
Vol 41 (4) ◽  
pp. 502-504 ◽  
Author(s):  
Gheorghe Mihai ◽  
Teodor-Silviu Balaban
Keyword(s):  
Catalytic Hydrogenation ◽  
Palladium Catalyst ◽  
Reaction Conditions ◽  
Pyrylium Salts ◽  
Convenient Route ◽  
High Yields

2,4.6-Trialkylpyrylium perchlorates afford in high yields by hydrogenation on palladium catalyst at room tem perature the corresponding all-dis-2,4.6-trialkyltetrahydropyrans, whereas other reaction conditions lead to mixtures of tetrahydropyrans and hydrogenolyzed products

scholarly journals Cinnamaldehyde hydrogenation using Au–Pd catalysts prepared by sol immobilisation

2018 ◽  
Vol 8 (6) ◽  
pp. 1677-1685 ◽  
Author(s):  
Stefano Cattaneo ◽  
Simon J. Freakley ◽  
David J. Morgan ◽  
Meenakshisundaram Sankar ◽  
Nikolaos Dimitratos ◽  
...  
Keyword(s):  
Catalytic Hydrogenation ◽  
Pd Nanoparticles ◽  
Catalytic Performance ◽  
Reaction Conditions ◽  
Pd Catalysts ◽  
Cinnamaldehyde Hydrogenation

We report the catalytic performance of Au–Pd nanoparticles prepared via a sol immobilisation technique for the catalytic hydrogenation of cinnamaldehyde under mild reaction conditions.

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