Selective Conversion of <i>m</i>-Hydroxybenzyl Alcohol to m-Hydroxybenzaldehyde

Oi, Ryu; Takenaka, Shinji

doi:10.1246/cl.1988.1115

Cited by 13 publications

(6 citation statements)

References 4 publications

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“…Ru and Rh are usually applied without promoters. [21][22][23][24][25][26][27][28][29] Besides Bi and Pb, a variety of promoter metals have been suggested, including Cd, 30,31 Co, 30,31 Cu, 32 Se, 33 Ce, 33,34 Te, 35 Sn, 36,37 Au, 36,38 and Ru. 36,39 The non-noble metal promoters are inactive under reaction conditions, and their deposition onto the active sites should result in lower oxidation rates.…”

Section: Catalysts and Reaction Conditionsmentioning

confidence: 99%

Oxidation of Alcohols with Molecular Oxygen on Solid Catalysts

2004

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Section: Catalysts and Reaction Conditionsmentioning

confidence: 99%

Oxidation of Alcohols with Molecular Oxygen on Solid Catalysts

2004

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“…The catalytic role of CeCl 3 in the catalyst system Pt/C-CeCl 3 -Bi 2 (SO 4 ) 3 is not clear, but it might protect the generated aldehyde from further oxidation by acetalization. [147] The reaction of ethanol on unreduced and H 2 -reduced CeO 2 and 1 wt % Pd/CeO 2 has been investigated by steady state reactions, temperature programmed desorption (TPD), and in situ FTIR spectroscopy. Steady-state reactions have shown a zero-reaction-order dependency for dioxygen.…”

Section: Aerobic Oxidation Of Alcoholsmentioning

confidence: 99%

Ceria‐Based Solid Catalysts for Organic Chemistry

Vivier¹,

Duprez²

2010

ChemSusChem

357

244

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Ceria has been the subject of thorough investigations, mainly because of its use as an active component of catalytic converters for the treatment of exhaust gases. However, ceria‐based catalysts have also been developed for different applications in organic chemistry. The redox and acid–base properties of ceria, either alone or in the presence of transition metals, are important parameters that allow to activate complex organic molecules and to selectively orient their transformation. Pure ceria is used in several organic reactions, such as the dehydration of alcohols, the alkylation of aromatic compounds, ketone formation, and aldolization, and in redox reactions. Ceria‐supported metal catalysts allow the hydrogenation of many unsaturated compounds. They can also be used for coupling or ring‐opening reactions. Cerium atoms can be added as dopants to catalytic system or impregnated onto zeolites and mesoporous catalyst materials to improve their performances. This Review demonstrates that the exceptional surface (and sometimes bulk) properties of ceria make cerium‐based catalysts very effective for a broad range of organic reactions.

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“…Water [%] [b] Signal [ The observation that the presence of halogen anions triggers relatively small chemical shifts of the amide NH signals, compared to the shift of the indole NH signals ( Figure 1 and the Supporting Information), raised the question of whether the amid groups take active part in the complexation of these small anions or if their role is limited to increasing the acidity of the indole NH bonding groups. [30] To answer this question, we chose compound 6 as a model compound, because in this case the amide groups are substituted by even stronger electron-withdrawing nitro groups, [31] which cannot form hydrogen bonds but are of similar size, thus sterically influencing the binding centre in a similar fashion. In DMSO/0.5 % H 2 O the putative receptor 6 was found not to interact with the halide anions studied (Cl À , Br À ).…”

Section: Anionmentioning

confidence: 99%

7,7′‐Diamino‐2,2′‐diindolylmethane: A Building Block for Highly Efficient and Selective Anion Receptors—Studies in Solution and in the Solid State

Dydio

Lichosyt

Zieliński

et al. 2012

Chemistry A European J

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The easy-to-make 7,7'-diamino-2,2'-diindolylmethane was used as a building block for the construction of anion receptors operating by hydrogen bonds. Its various bisamide and bisurea derivatives were designed and synthesised as acyclic as well as macrocyclic molecules, then their structural and anion binding properties were studied in solution and in the solid state. The bisamide receptors demonstrate high affinity towards oxoanions in highly polar and partially aqueous solutions (DMSO with up to 25 % H(2)O) with significant selectivity for dihydrogen phosphate. Remarkably, the bisurea-based molecules are able to bind anionic guests even in pure methanol and show selectivity toward tetrahedral oxoanions, that is, hydrogen sulphate and dihydrogen phosphate. X-ray analysis revealed that both classes of molecules adopt a similar conformation in the solid state: a bent sheet shape with a binding pocket equipped with hydrogen-bond donors (four for the amides and six for the bisureas), whose orientation is particularly tailored for oxoanions. The results of ROESY NMR experiments are in agreement with the findings for the solid state and confirmed that both bisamides and bisureas can easily adapt the conformation with convergent hydrogen-bond donors, which is highly suitable for anion binding.

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Selective Conversion of m-Hydroxybenzyl Alcohol to m-Hydroxybenzaldehyde

Abstract: Pt/C–CeCl3–Bi2(SO4)3 catalyst system in aqueous methanol has been found to be effective for the selective oxygen oxidation of m-hydroxybenzyl alcohol to m-hydroxybenzaldehyde.

Cited by 13 publications

References 4 publications

Oxidation of Alcohols with Molecular Oxygen on Solid Catalysts

Oxidation of Alcohols with Molecular Oxygen on Solid Catalysts

Ceria‐Based Solid Catalysts for Organic Chemistry

7,7′‐Diamino‐2,2′‐diindolylmethane: A Building Block for Highly Efficient and Selective Anion Receptors—Studies in Solution and in the Solid State

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