Catalyzed Dehydrogenative Coupling of Primary Alcohols with Water, Methanol, or Amines

Zweifel, Theo; Naubron, Jean-Valère; Grützmacher, Hansjörg

doi:10.1002/anie.200804757

Cited by 476 publications

(190 citation statements)

References 27 publications

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“…20,21 Recently, Heinekey et al reported that a series of (p-cymene) ruthenium(II) diamine complexes and p-arene (or cyclopentadienyl) complexes of iridium, rhodium, and ruthenium were shown to be active catalysts for the conversion of aldehydes and water to carboxylic acids. 17,18 However, all these homogeneous reaction systems have the obvious disadvantages on the separation of products and the recycling of catalyst.…”

Section: -19mentioning

confidence: 99%

Production of acetic acid from ethanol over CuCr catalysts via dehydrogenation-(aldehyde–water shift) reaction

Xiang

Ran

et al. 2017

RSC Adv.

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A series of CuCr catalysts were prepared by co-precipitation method and used to produce acetic acid from ethanol via dehydrogenation-(aldehyde-water shift) reaction. The catalysts were characterized by X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), Brunauer-Emmett-Teller analysis (BET), inductively coupled plasma atomic emission spectroscopy (ICP-AES), and temperature programmed reduction (TPR). The effects of copper contents and atmosphere on catalytic performance were investigated. The enhanced catalytic performance can be ascribed to the existence of chromium oxide.

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Section: -19mentioning

confidence: 99%

Production of acetic acid from ethanol over CuCr catalysts via dehydrogenation-(aldehyde–water shift) reaction

Xiang

Ran

et al. 2017

RSC Adv.

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“…Synthesis of amides is mostly based on activated acid derivatives (acid chlorides and anhydrides) or rearrangement reactions induced by an acid or base 72), 73) . Alternative procedures include the Staudinger ligation 74) , aminocarbonylation of aryl halides 75) , oxidative amidation of aldehydes 76) , and amidation of alcohols with excess amount of hydrogen acceptor 77) . However, all these methods require stoichiometric amounts of various reagents and lead to equimolar amounts of byproducts.…”

Section: Coupling Of Alcohols With Amines To Formmentioning

confidence: 99%

Silver Cluster Catalysts for Green Organic Synthesis

Shimizu

Satsuma

2011

J. Jpn. Petrol. Inst.

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Development of platinum-group-metal (PGM)-free catalysts for green chemical synthesis is an important topic in synthetic catalysis, because PGM will soon be in short supply in the near future. Our group has paid attention to the catalytic functions of Ag clusters. Here, we summarize our recent work on size-and support-specific catalysis of Ag clusters for green organic synthesis. Ag clusters supported on Al2O3 act as effective heterogeneous catalysts for (1) oxidant-free dehydrogenation of alcohols to carbonyl compounds, (2) coupling of alcohols with amines to form amides and H2, (3) N-alkylation of anilines with alcohols, (4) C _ C cross-coupling reaction of alcohols, (5) selective hydrogenation of nitroaromatics, and (6) direct synthesis of N-substituted anilines from nitroaromatics and alcohols. To establish a catalyst design concept, effects of Ag particle size and acid-base character of support oxides are investigated. The structure-activity relationships for all reactions show similar tendencies; metallic Ag clusters with smaller size and acid-base bifunctional nature of the support oxide are preferable. We propose that cooperation between coordinatively unsaturated Ag sites of Ag clusters and acidbase pair sites at the metal-support interface is a key concept for the design of Ag cluster catalysts for the above reactions.

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“…Many highly efficient catalysts for the aerobic oxidation of alcohols have been developed recently using palladium [8][9][10][11], platinum [12], ruthenium [13] and rhodium complexes [14][15][16][17]. In the interest of sustainability, there has been significant development in the use of more abundant and cheaper transition metals such as iron [18][19] and copper as active catalysts.…”

Section: Introductionmentioning

confidence: 99%

Room temperature aerobic oxidation of alcohols using CuBr2 with TEMPO and a tetradentate polymer based pyridyl-imine ligand

Kerton

2012

Applied Catalysis A: General

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Abstract.A series of tetradentate pyridyl-imine terminated Schiff-base ligands has been investigated for their ability in the catalytic oxidation of alcohols when combined with copper bromide (CuBr 2 ) and 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO). Analogous bidentate ligands showed poorer catalytic activity and the ratio of Cu:ligand was of crucial importance in maintaining high yields. The polydimethylsiloxane (PDMS) derived pyridyl-imine terminated ligand combined with copper (II) ions affords an effective and selective catalyst for aerobic oxidations of primary and secondary alcohols under aqueous conditions. Preliminary mechanistic studies suggest that bimetallic complexes may be playing a role in the catalytic transformation. Graphical Abstract1

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Catalyzed Dehydrogenative Coupling of Primary Alcohols with Water, Methanol, or Amines

Cited by 476 publications

References 27 publications

Production of acetic acid from ethanol over CuCr catalysts via dehydrogenation-(aldehyde–water shift) reaction

Production of acetic acid from ethanol over CuCr catalysts via dehydrogenation-(aldehyde–water shift) reaction

Silver Cluster Catalysts for Green Organic Synthesis

Room temperature aerobic oxidation of alcohols using CuBr2 with TEMPO and a tetradentate polymer based pyridyl-imine ligand

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