Selectivity Control in Palladium-Catalyzed Alcohol Oxidation through Selective Blocking of Active Sites

2016 ◽  
Vol 120 (26) ◽  
pp. 14027-14033 ◽  
Author(s):  
Sebastiano Campisi ◽  
Davide Ferri ◽  
Alberto Villa ◽  
Wu Wang ◽  
Di Wang ◽  
...  
Keyword(s):  
Active Sites ◽  
Alcohol Oxidation ◽  
Palladium Catalyzed ◽  
Selectivity Control

scholarly journals Biomimetic Cu/Nitroxyl Catalyst Systems for Selective Alcohol Oxidation

Catalysts ◽  
2019 ◽  
Vol 9 (5) ◽  
pp. 395 ◽  
Author(s):  
Lindie Marais ◽  
Andrew John Swarts
Keyword(s):  
Active Sites ◽  
Alcohol Oxidation ◽  
Galactose Oxidase ◽  
Co Catalyst ◽  
Co Catalysts ◽  
Mechanistic Pathway ◽  
Oxidation Of Alcohols ◽  
Catalyst Systems ◽  
Carbonyl Products

The oxidation of alcohols to the corresponding carbonyl products is an important organic transformation and the products are used in a variety of applications. The development of catalytic methods for selective alcohol oxidation have garnered significant attention in an attempt to find a more sustainable method without any limitations. Copper, in combination with 2,2,6,6-tetramethyl-1-piperidine N-oxyl (TEMPO) and supported by organic ligands, have emerged as the most effective catalysts for selective alcohol oxidation and these catalyst systems are frequently compared to galactose oxidase (GOase). The efficiency of GOase has led to extensive research to mimic the active sites of these enzymes, leading to a variety of Cu/TEMPO· catalyst systems being reported over the years. The mechanistic pathway by which Cu/TEMPO· catalyst systems operate has been investigated by several research groups, which led to partially contradicting mechanistic description. Due to the disadvantages and limitations of employing TEMPO· as co-catalyst, alternative nitroxyl radicals or in situ formed radicals, as co-catalysts, have been successfully evaluated in alcohol oxidation. Herein we discuss the development and mechanistic elucidation of Cu/TEMPO· catalyst systems as biomimetic alcohol oxidation catalysts.

Oxidatively Resistant Ligands for Palladium-Catalyzed Aerobic Alcohol Oxidation

2011 ◽  
Vol 30 (6) ◽  
pp. 1445-1453 ◽  
Author(s):  
David M. Pearson ◽  
Nicholas R. Conley ◽  
Robert M. Waymouth
Keyword(s):  
Alcohol Oxidation ◽  
Palladium Catalyzed

Thiolate-Mediated Selectivity Control in Aerobic Alcohol Oxidation by Porous Carbon-Supported Au25 Clusters

ACS Catalysis ◽  
2014 ◽  
Vol 4 (10) ◽  
pp. 3696-3700 ◽  
Author(s):  
Tatchamapan Yoskamtorn ◽  
Seiji Yamazoe ◽  
Ryo Takahata ◽  
Jun-ichi Nishigaki ◽  
Anawat Thivasasith ◽  
...  
Keyword(s):  
Porous Carbon ◽  
Alcohol Oxidation ◽  
Selectivity Control

ChemInform Abstract: Palladium-Catalyzed Direct Acylation of Ketoximes and Aldoximes from the Alcohol Oxidation Level Through C-H Bond Activation.

ChemInform ◽  
2014 ◽  
Vol 45 (11) ◽  
pp. no-no
Author(s):  
Satyasheel Sharma ◽  
Minyoung Kim ◽  
Jihye Park ◽  
Mirim Kim ◽  
Jong Hwan Kwak ◽  
...  
Keyword(s):  
Bond Activation ◽  
Alcohol Oxidation ◽  
Oxidation Level ◽  
Palladium Catalyzed ◽  
Direct Acylation

scholarly journals Regioselective oxidation of unprotected 1,4 linked glucans

2016 ◽  
Vol 14 (21) ◽  
pp. 4859-4864 ◽  
Author(s):  
Niek N. H. M. Eisink ◽  
Jonas Lohse ◽  
Martin D. Witte ◽  
Adriaan J. Minnaard
Keyword(s):  
Alcohol Oxidation ◽  
Palladium Catalyzed ◽  
Regioselective Modification ◽  
Regioselective Oxidation

Palladium-catalyzed alcohol oxidation allows the chemo- and regioselective modification of unprotected 1,4 linked glucans, shown here for 3-keto heptamaltoside azide.

Bimetallic PdCu Nanoparticle Catalyst Supported on Hydrotalcite for Selective Aerobic Oxidation of Benzyl Alcohol

2015 ◽  
Vol 1760 ◽  
Author(s):  
Shun Nishimura ◽  
Nao Yoshida ◽  
Kohki Ebitani
Keyword(s):  
Benzyl Alcohol ◽  
Precious Metal ◽  
Active Sites ◽  
Aerobic Oxidation ◽  
Alcohol Oxidation ◽  
Dark Field ◽  
Solid Base ◽  
X Ray ◽  
Benzyl Alcohol Oxidation ◽  
Bimetallic Nanoparticle

ABSTRACTTo decrease the amount of precious metal usage for Pd-catalyzed aerobic alcohol oxidation, various amount of Cu-contained Pd bimetallic nanoparticle-supported solid base hydrotalcite catalyst (PdxCuy-PVP/HTs) were prepared and applied for aerobic benzyl alcohol oxidation. It was found that the addition of Cu atoms into Pd in the range of 0-40% provided a similar or a little superior activity to that of Pd100-PVP catalyst, whereas a large quantity of co-existence Cu (>40%) gradually decreased their activity of the catalyst. The aerobic benzyl alcohol oxidation over Pd80Cu20-PVP/HT served 77% yield and 95% selectivity towards benzaldehyde at 313 K for 5 h in toluene under O2 flow. X-ray adsorption spectroscopy (XAS) studies and scanning transmission electron microscopy-high angle annuar dark field (STEM-HAADF) with energy dispersive X-ray spectroscopy (EDS) analyses suggested that Cu atoms doping into Pd(0) NP influenced not only localized nanostructure but also oxidation state around Pd atoms. We suggested that substitution of precious metal with small amount of transition metals such as Cu lead to geometric/electronic changes in active sites would be one of nice strategies for reducing the cost for the catalyst in the oxidation process.

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