A simple and efficient oxidation of alcohols with ruthenium on carbon

Mori, Shigeki; Takubo, Masato; Makida, Kazuya; Yanase, Takayoshi; Aoyagi, Satoka; Maegawa, Tomohiro; Monguchi, Yasunari; Sajiki, Hironao

doi:10.1039/b908451g

Cited by 70 publications

(36 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…On the other hand, despite the significant progresses in improving catalytic activities, selectivities, substrate scopes, and recyclabilities, the majority of heterogeneous Pd based catalysts require high reaction temperatures (normally up to 80–110 °C), which are not suitable for thermally unstable substrates. Although several carbon‐based metal catalysts such as Pd/C,18 Pt/C,17h, 19 Au/C,20 and Ru/C,17a, 21 have been developed for aerobic oxidation of alcohols, the use of high pressure of oxygen or air, high reaction temperature, and/or high catalyst loading (up to 5 mol %) are necessary to obtain satisfactory results. In addition, it is known that many of the reported carbon‐supported catalysts are inactive for the aerobic oxidation of alcohols in water 17a.…”

Section: Resultsmentioning

confidence: 99%

A Nano‐Fibrillated Mesoporous Carbon as an Effective Support for Palladium Nanoparticles in the Aerobic Oxidation of Alcohols “on Pure Water”

Karimi

Behzadnia

Bostina

et al. 2012

Chemistry A European J

View full text Add to dashboard Cite

A novel nano-fibrillated mesoporous carbon (IFMC) was successfully prepared via carbonization of the ionic liquid 1-methyl-3-phenethyl-1H-imidazolium hydrogen sulfate (1) in the presence of SBA-15. The material was shown to be an efficient and unique support for the palladium nanoparticle (PdNP) catalyst Pd@IFMC (2) in aerobic oxidation of heterocyclic, benzylic, and heteroatom containing alcohols on pure water at temperatures as low as 40 °C for the first time and giving almost consistent activities and selectivities within more than six reaction runs. The catalyst has also been employed as an effective catalyst for the selective oxidation of aliphatic and allylic alcohols at 70-80 °C. The materials were characterized by X-ray photoelectron spectroscopy (XPS), N(2) adsorption-desorption analysis, transmission electron microscopy (TEM), and electron tomography (ET). Our compelling XPS and ET studies showed that higher activity of 2 compared to Pd@CMK-3 and Pd/C in the aerobic oxidation of alcohols on water might be due to the presence of nitrogen functionalities inside the carbon structure and also the fibrous nature of our materials. The presence of a nitrogen heteroatom in the carboneous framework might also be responsible for the relatively uniform and nearly atomic-scale distribution of PdNPs throughout the mesoporous structure and the inhibition of Pd agglomeration during the reaction, resulting in high durability, high stability, and recycling characteristics of 2. This effect was clearly confirmed by comparing the TEM images of the recovered 2 and Pd@CMK-3.

show abstract

Section: Resultsmentioning

confidence: 99%

A Nano‐Fibrillated Mesoporous Carbon as an Effective Support for Palladium Nanoparticles in the Aerobic Oxidation of Alcohols “on Pure Water”

Karimi

Behzadnia

Bostina

et al. 2012

Chemistry A European J

View full text Add to dashboard Cite

show abstract

“…Synthese von OLC: Die oxidierte Form des mehrlagigen Kohlenstoffs wurde über eine modifizierte Methode nach Hummer [15] hergestellt. In einem typischen Ansatz wurden 0.5 g Graphit und 0.5 g NaNO 3 in einen Kolben mit 23…”

Section: Experimentellesunclassified

“…[20] Wir nehmen an, dass in der vorliegenden Studie die Bildung der verschiedenen eisenbasierten Nanostruktu- Die erhaltenen Fe/C-Kompositmaterialien weisen eine relative große Oberfläche auf (Tabelle 1) und zeigen eine sehr hohe Aktivität in der katalytischen Oxidation. Üblicherweise werden für die selektive Oxidation von Alkoholen Edelmetallkatalysatoren wie Ru/C, [23] Pt/C, [24] Au/TiO 2 [25] oder Pd/ SBA-15 [26] bençtigt. In der Oxidation von Cyclohexanol bei 363 K zeigen sämtliche Fe/C-Katalysatoren eine hohe Selektivität zum Keton (über 90 %), wohingegen die Blindprobe ohne Katalysator und die metallfreie reduzierte Graphenoxid-Probe (RGO) relativ geringe Aktivitäten und Selektivitäten zeigen.…”

unclassified

Stabilisierung von Eisenoxid‐Nanostrukturen mit mehrlagigem Kohlenstoff und Einsatz als Oxidationskatalysator

Gao

et al. 2011

Angewandte Chemie

View full text Add to dashboard Cite

show abstract

“…We have also been continuously investigating the development of green and sustainable organic reactions (e.g., deuteration, coupling reactions, and reduction) using heterogeneous platinum‐group metal catalysts supported on carbon and other novel functional and insoluble materials . We now summarize our recent research results about heterogeneous methods involving the oxidation of various organic and inorganic substances (internal alkynes, hydrogen gas, sulfides, and alcohols) using platinum‐group metals on carbon.…”

Section: Introductionmentioning

confidence: 99%

Versatile Oxidation Methods for Organic and Inorganic Substrates Catalyzed by Platinum-Group Metals on Carbons

Sawama

Asai

Monguchi

et al. 2015

The Chemical Record

Self Cite

View full text Add to dashboard Cite

Platinum-group metals on activated carbon catalysts, represented by Pd/C, Ru/C, Rh/C, etc., are widely utilized to accomplish green and sustainable organic reactions due to their favorable features, such as easy handling, recoverability, and reusability. The efficient oxidation methods of various organic compounds using heterogeneous platinum-group metals on carbons with or without added oxidants are summarized in this Personal Account. The oxidation of internal alkynes into diketones was effectively catalyzed by Pd/C in the presence of dimethyl sulfoxide and molecular oxygen or pyridine N-oxide. The Pd/C-catalyzed mild combustion of gaseous hydrogen with molecular oxygen provided hydrogen peroxide, which could be directly utilized for the oxidation of sulfide derivatives into sulfoxides. Furthermore, the Ru/C-catalyzed aerobic oxidation of primary and secondary alcohols gave the corresponding aldehydes and ketones, respectively. On the other hand, the dehydrogenative oxidation of secondary alcohols into ketones was achieved using Rh/C in water, and primary alcohols were effectively dehydrogenated by Pd/C in water under mildly reduced pressure to produce carboxylic acids.

show abstract

A simple and efficient oxidation of alcohols with ruthenium on carbon

Abstract: A simple, efficient, and environmentally-friendly heterogeneous Ru/C-catalyzed oxidation of secondary and primary alcohols without additives under an atmosphere of oxygen has been established.

Cited by 70 publications

References 27 publications

A Nano‐Fibrillated Mesoporous Carbon as an Effective Support for Palladium Nanoparticles in the Aerobic Oxidation of Alcohols “on Pure Water”

A Nano‐Fibrillated Mesoporous Carbon as an Effective Support for Palladium Nanoparticles in the Aerobic Oxidation of Alcohols “on Pure Water”

Stabilisierung von Eisenoxid‐Nanostrukturen mit mehrlagigem Kohlenstoff und Einsatz als Oxidationskatalysator

Versatile Oxidation Methods for Organic and Inorganic Substrates Catalyzed by Platinum-Group Metals on Carbons

Contact Info

Product

Resources

About