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Advance in Selective Alcohol and Polyol Oxidation Catalysis
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Advance in Selective Alcohol and Polyol Oxidation Catalysis

A special issue of Catalysts (ISSN 2073-4344). This special issue belongs to the section "Catalysis in Organic and Polymer Chemistry".

Deadline for manuscript submissions: closed (10 January 2022) | Viewed by 18710

Special Issue Editor

Dr. Werner Oberhauser

E-Mail Website
Guest Editor
Istituto di Chimica dei Composti Organometallici (CNR-ICCOM), Via Madonna del Piano 10, 50019 Sesto Fiorentino, Italy
Interests: synthesis of nanostructured catalysts; catalytic aerobic alcohol and polyol oxidation reactions; characterization of nanostructured materials by X-ray diffraction; high pressure NMR and IR spectroscopy
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

The selective oxidation of alcohols to carbonyl compounds or organic acids is a fundamental functional group transformation, which is much more challenging in terms of conversion and selectivity when polyols, such as glycerol or sugar molecules, are used as the substrate. In fact, polyol oxidation reactions mainly occur under harsh reaction conditions and hence the development of robust recyclable catalysts, which maintain their activity and selectivity over time, is mandatory for a sustainable catalytic substrate conversion. The alcohol oxidation (dehydrogenation) reaction should ideally occur under acceptor-less conditions or use oxygen or unsaturated organic molecules of interest as a hydrogen acceptor.

This Special Issue welcomes original research articles and reviews dealing with any aspect of alcohol and polyol oxidation reactions. Topics of particular interest include:

  • the synthesis and application of recyclable molecular catalysts for alcohol and polyol oxidation;
  • the synthesis and application of well-defined metal nanoparticles localized on any type of solid support material for selective alcohol and polyol oxidation; and
  • alcohol and polyol oxidation reactions conducted under aerobic conditions or that use other sustainable hydrogen acceptors.

Dr. Werner Oberhauser
Guest Editor

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Catalysts is an international peer-reviewed open access monthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • alcohol oxidation
  • polyol oxidation
  • supported metal–organic compounds
  • supported metal nanoparticles
  • oxygen
  • recyclable catalysts

Published Papers (7 papers)

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Editorial

Jump to: Research

3 pages, 175 KiB  
Editorial
Advance in Selective Alcohol and Polyol Oxidation Catalysis
by Werner Oberhauser
Catalysts 2022, 12(2), 229; https://doi.org/10.3390/catal12020229 - 18 Feb 2022
Cited by 1 | Viewed by 1417
Abstract
The aerobic oxidation of organic molecules and in particular alcohols and bio-derived poly alcohols to value-added commodity molecules is under continuous investigation, due to the importance of oxidation products (aldehydes, ketones carboxylic acids and esters) and the challenging nature of this chemical transformation, [...] Read more.
The aerobic oxidation of organic molecules and in particular alcohols and bio-derived poly alcohols to value-added commodity molecules is under continuous investigation, due to the importance of oxidation products (aldehydes, ketones carboxylic acids and esters) and the challenging nature of this chemical transformation, since rather harsh reaction conditions (T > 100 °C) are needed to gain a significant substrate conversion [...] Full article
(This article belongs to the Special Issue Advance in Selective Alcohol and Polyol Oxidation Catalysis)

Research

Jump to: Editorial

15 pages, 3906 KiB  
Article
Effect of the Colloidal Preparation Method for Supported Preformed Colloidal Au Nanoparticles for the Liquid Phase Oxidation of 1,6-Hexanediol to Adipic Acid
by Eleonora Monti, Alessia Ventimiglia, Carolina Alejandra Garcia Soto, Francesca Martelli, Elena Rodríguez-Aguado, Juan Antonio Cecilia, Achraf Sadier, Francesca Ospitali, Tommaso Tabanelli, Stefania Albonetti, Fabrizio Cavani, Robert Wojcieszak and Nikolaos Dimitratos
Catalysts 2022, 12(2), 196; https://doi.org/10.3390/catal12020196 - 04 Feb 2022
Cited by 11 | Viewed by 2325
Abstract
Supported on activated carbon gold colloidal nanoparticles have been prepared in the presence of the stabilizing polymer PVA and PVP (polyvinylalcohol, polyvinylpyrrolidone). The effect of the polymer to the Au weight ratio was investigated, for synthesizing gold nanoparticles with different particle size and [...] Read more.
Supported on activated carbon gold colloidal nanoparticles have been prepared in the presence of the stabilizing polymer PVA and PVP (polyvinylalcohol, polyvinylpyrrolidone). The effect of the polymer to the Au weight ratio was investigated, for synthesizing gold nanoparticles with different particle size and particle size distribution. By varying the polymer/Au wt/wt ratio, gold nanoparticles with mean diameters from 3 to 8 nm were synthesized. The synthesized Au catalysts were studied in the liquid phase oxidation of 1,6-hexanediol (HDO) to adipic acid under base and base-free conditions. A range of experimental parameters were varied for the optimization of reaction conditions and the most promising Au catalysts were further evaluated in terms of catalytic performance. We demonstrated that the influence of choice of polymer, tuning the polymer to Au weight ratio, HDO to Au molar ratio, and use of basic conditions have an important influence in terms of catalytic activity and selectivity to adipic acid. The highest yield to adipic acid was obtained using Au-PVA catalysts (40% at 110 °C under base free conditions), however, at low HDO to Au molar ratio and lower carbon balance (70–80%). On the contrary, at higher HDO to Au molar ratio, and under basic conditions, the yield was in the range of 18–20% with a significant improvement in terms of carbon balance (88–100%). Full article
(This article belongs to the Special Issue Advance in Selective Alcohol and Polyol Oxidation Catalysis)
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19 pages, 2900 KiB  
Article
A Novel Pd-P Nano-Alloy Supported on Functionalized Silica for Catalytic Aerobic Oxidation of Benzyl Alcohol
by Seyed Sepehr Moeini, Umberto Pasqual Laverdura, Eleonora Marconi, Nicola Lisi, Emanuele Serra, Rosa Chierchia, Igor Luisetto, Simonetta Tuti and Daniela Tofani
Catalysts 2022, 12(1), 20; https://doi.org/10.3390/catal12010020 - 25 Dec 2021
Cited by 3 | Viewed by 2550
Abstract
Catalytic aerobic oxidation of benzyl alcohol (BnOH) to benzaldehyde (PhCHO) over supported noble metal catalysts has grabbed the attention of researchers due to the critical role of PhCHO in numerous industrial syntheses. In the present study, a novel catalyst, Pd-P alloy supported on [...] Read more.
Catalytic aerobic oxidation of benzyl alcohol (BnOH) to benzaldehyde (PhCHO) over supported noble metal catalysts has grabbed the attention of researchers due to the critical role of PhCHO in numerous industrial syntheses. In the present study, a novel catalyst, Pd-P alloy supported on aminopropyl-functionalized mesoporous silica (NH2-SiO2), was prepared through in situ reduction and characterized by BET-BJH analysis, SEM, TEM, XRD, FTIR, TG-DTA, and XPS. Chemical properties and catalytic performance of Pd-P/NH2-SiO2 were compared with those of Pd° nanoparticles (NPs) deposited on the same support. Over Pd-P/NH2-SiO2, the BnOH conversion to PhCHO was much higher than over Pd°/NH2-SiO2, and significantly influenced by the nature of solvent, reaching 57% in toluene at 111 °C, with 63% selectivity. Using pure oxygen as an oxidant in the same conditions, the BnOH conversion increased up to 78%, with 66% selectivity. The role of phosphorous in improving the activity may consist of the strong interaction with Pd that favours metal dispersion and lowers Pd electron density. Full article
(This article belongs to the Special Issue Advance in Selective Alcohol and Polyol Oxidation Catalysis)
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12 pages, 4131 KiB  
Article
Engineering Pt-Bi2O3 Interface to Boost Cyclohexanone Selectivity in Oxidative Dehydrogenation of KA-Oil
by Qiuyue Zhou, Zhi-Qiang Wang, Wei Hong, Baohui Lou and Shihui Zou
Catalysts 2021, 11(10), 1187; https://doi.org/10.3390/catal11101187 - 29 Sep 2021
Cited by 2 | Viewed by 1796
Abstract
Oxidative dehydrogenation of KA-oil (a mixture of cyclohexanone and cyclohexanol) is an economically attractive process to produce cyclohexanone because it provides a chance to avoid the energy-intensive alcohol-ketone separation process. The application of this process, however, is hampered by the low cyclohexanone selectivity [...] Read more.
Oxidative dehydrogenation of KA-oil (a mixture of cyclohexanone and cyclohexanol) is an economically attractive process to produce cyclohexanone because it provides a chance to avoid the energy-intensive alcohol-ketone separation process. The application of this process, however, is hampered by the low cyclohexanone selectivity which results from the competitive adsorption of cyclohexanol and cyclohexanone on the catalyst surface. Herein, by engineering Pt-Bi2O3 interface to tune the geometric and electronic structure of Pt, we successfully weaken the cyclohexanone adsorption without compromising the oxidation of cyclohexanol. As a result, Bi2O3-Pt/SiO2 with Bi-to-Pd ratio of 0.2 exhibits a 5 times higher cyclohexanone selectivity than Pt/SiO2 at the same conversion of KA oil. Long term test suggests that the Pt-Bi2O3 interface is stable in the oxidative dehydrogenation of KA-oil. Full article
(This article belongs to the Special Issue Advance in Selective Alcohol and Polyol Oxidation Catalysis)
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9 pages, 3155 KiB  
Article
Iridium Complex Catalyzed Hydrogen Production from Glucose and Various Monosaccharides
by Ken-ichi Fujita, Takayoshi Inoue, Toshiki Tanaka, Jaeyoung Jeong, Shohichi Furukawa and Ryohei Yamaguchi
Catalysts 2021, 11(8), 891; https://doi.org/10.3390/catal11080891 - 23 Jul 2021
Cited by 9 | Viewed by 2559
Abstract
A new catalytic system has been developed for hydrogen production from various monosaccharides, mainly glucose, as a starting material under reflux conditions in water in the presence of a water-soluble dicationic iridium complex bearing a functional bipyridine ligand. For example, the reaction of [...] Read more.
A new catalytic system has been developed for hydrogen production from various monosaccharides, mainly glucose, as a starting material under reflux conditions in water in the presence of a water-soluble dicationic iridium complex bearing a functional bipyridine ligand. For example, the reaction of D-glucose in water under reflux for 20 h in the presence of [Cp*Ir(6,6′-dihydroxy-2,2′-bipyridine)(H2O)][OTf]2 (1.0 mol %) (Cp*: pentamethylcyclopentadienyl, OTf: trifluoromethanesulfonate) resulted in the production of hydrogen gas in 95% yield. In the present catalytic reaction, it was experimentally suggested that dehydrogenation of the alcoholic moiety at 1-position of glucose proceeded. Full article
(This article belongs to the Special Issue Advance in Selective Alcohol and Polyol Oxidation Catalysis)
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15 pages, 5558 KiB  
Article
Influence of Co-Precipitation Agent on the Structure, Texture and Catalytic Activity of Au-CeO2 Catalysts in Low-Temperature Oxidation of Benzyl Alcohol
by Lukasz Wolski, Grzegorz Nowaczyk, Stefan Jurga and Maria Ziolek
Catalysts 2021, 11(5), 641; https://doi.org/10.3390/catal11050641 - 18 May 2021
Cited by 8 | Viewed by 2746
Abstract
The aim of the study was to establish the influence of a co-precipitation agent (i.e., NaOH–immediate precipitation; hexamethylenetetramine/urea–gradual precipitation and growth of nanostructures) on the properties and catalytic activity of as-synthesized Au-CeO2 nanocomposites. All catalysts were fully characterized with the use of [...] Read more.
The aim of the study was to establish the influence of a co-precipitation agent (i.e., NaOH–immediate precipitation; hexamethylenetetramine/urea–gradual precipitation and growth of nanostructures) on the properties and catalytic activity of as-synthesized Au-CeO2 nanocomposites. All catalysts were fully characterized with the use of XRD, nitrogen physisorption, ICP-OES, SEM, HR-TEM, UV-vis, XPS, and tested in low-temperature oxidation of benzyl alcohol as a model oxidation reaction. The results obtained in this study indicated that the type of co-precipitation agent has a significant impact on the growth of gold species. Immediate co-precipitation of Au-CeO2 nanostructures with the use of NaOH allowed obtainment of considerably smaller and more homogeneous in size gold nanoparticles than those formed by gradual co-precipitation and growth of Au-CeO2 nanostructures in the presence of hexamethylenetetramine or urea. In the catalytic tests, it was established that the key factor promoting high activity in low-temperature oxidation of benzyl alcohol was size of gold nanoparticles. The highest conversion of the alcohol was observed for the catalyst containing the smallest Au particle size (i.e., Au-CeO2 nanocomposite prepared with the use of NaOH as a co-precipitation agent). Full article
(This article belongs to the Special Issue Advance in Selective Alcohol and Polyol Oxidation Catalysis)
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16 pages, 6532 KiB  
Article
Efficient Synthesis of Methyl Methacrylate by One Step Oxidative Esterification over Zn-Al-Mixed Oxides Supported Gold Nanocatalysts
by Huayin Li, Yuan Tan, Xingkun Chen, Wenshao Yang, Chuanqi Huang, Jie Li and Yunjie Ding
Catalysts 2021, 11(2), 162; https://doi.org/10.3390/catal11020162 - 25 Jan 2021
Cited by 10 | Viewed by 4039
Abstract
Methyl methacrylate (MMA) is an important monomer in fine chemicals. The synthesis of MMA by one-step oxidative esterification from methacrolein with methanol over a heterogeneous catalyst with high activity, selectivity and stability is highly desirable. Herein, Zn-Al-hydrotalcites (HTs)-supported atomically precise Au25 nanoclusters [...] Read more.
Methyl methacrylate (MMA) is an important monomer in fine chemicals. The synthesis of MMA by one-step oxidative esterification from methacrolein with methanol over a heterogeneous catalyst with high activity, selectivity and stability is highly desirable. Herein, Zn-Al-hydrotalcites (HTs)-supported atomically precise Au25 nanoclusters with different molar ratios of Zn2+/Al3+ were prepared and used as the precursors for this reaction. They exhibited good performances in comparison with the gold catalysts prepared by the deposition precipitation method. The structural and electronic properties were evaluated by various characterization technologies, including X-ray diffraction (XRD), high-resolution transmission electron microscopy (HRTEM), in situ diffuse reflectance infrared Fourier-transform spectroscopy (DRIFTS) of CO adsorption, X-ray photoelectron spectroscopy (XPS), and CO2 temperature-programmed desorption (TPD). The combined characterization results suggested that the adsorption property of gold and the basicity of the catalyst contributes to their high activities. Substrates extended experiments and stability tests implied the potential application of Zn-Al-mixed oxides supported gold catalysts, which paves a new way for supported gold catalyst in the one-step oxidation esterification reaction. Full article
(This article belongs to the Special Issue Advance in Selective Alcohol and Polyol Oxidation Catalysis)
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