Formation of persulphate from sodium sulphite and molecular oxygen catalysed by H5PV2Mo10O40– aerobic epoxidation and hydrolysis

Rubinstein, Amir; Carmeli, R.; Neumann, Ronny

doi:10.1039/c4cc06304j

Cited by 15 publications

(3 citation statements)

References 29 publications

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“…388 Notably, Rubinstein et al reported a protocol using molecular oxygen under atmospheric pressure as the oxidant. 389 In the presence of the inorganic polyoxometalate catalyst (H 5 PV 2 Mo 10 O 40 ), sodium sulfite is oxidized to mono-oxygen persulfate, which in turn acts as the epoxidation agent.…”

Section: Acs Catalysismentioning

confidence: 99%

Catalytic Approaches to Monomers for Polymers Based on Renewables

et al. 2019

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Polymers are used in simple consumer items like carpets, furniture, glues, and clothing but are also used in advanced engineering, including materials used in the aerospace industry. Therefore, polymers and consequently their monomers play an important role in our everyday life. Currently, most of the monomers are produced from fossil resources, the supply of which is diminishing. In this paper we review strategies and catalytic processes to obtain currently used and potentially new monomers from renewable bio-based feedstocks and platform chemicals. This Review is divided by type of monomer and includes diacids and esters, diols, hydroxy acids and esters, lactones, carbonates, cyclic ethers, diamines, amino acids and lactams, alkenes, acrylics, and conjugated dienes. Only routes based on the use of homogeneous catalysis, heterogeneous catalysis, or bio-catalysis are described. Fermentative processes are not discussed.

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Section: Acs Catalysismentioning

confidence: 99%

Catalytic Approaches to Monomers for Polymers Based on Renewables

et al. 2019

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“…There is also a report that H 5 PV 2 Mo 10 O 40 supported on carbon nitride can oxidize benzene with an additional reducing agent, but this reaction should be checked to see if the support acts as an electron donor. Finally, sodium sulfite has also been reported as a convenient reducing agent toward the epoxidation and then acid catalyzed hydrolysis of alkenes to diols catalyzed by H 5 PV 2 Mo 10 O 40 as a bifunctional catalyst …”

Section: Activation Of Dioxygenmentioning

confidence: 99%

Dioxygen in Polyoxometalate Mediated Reactions

2017

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In this review article, we consider the use of molecular oxygen in reactions mediated by polyoxometalates. Polyoxometalates are anionic metal oxide clusters of a variety of structures that are soluble in liquid phases and therefore amenable to homogeneous catalytic transformations. Often, they are active for electron transfer oxidations of a myriad of substrates and upon reduction can be reoxidized by molecular oxygen. For example, the phosphovanadomolybdate, HPVMoO, can oxidize Pd(0) thereby enabling aerobic reactions catalyzed by Pd and HPVMoO. In a similar vein, polyoxometalates can stabilize metal nanoparticles, leading to additional transformations. Furthermore, electron transfer oxidation of other substrates such as halides and sulfur-containing compounds is possible. More uniquely, HPVMoO and its analogues can mediate electron transfer-oxygen transfer reactions where oxygen atoms are transferred from the polyoxometalate to the substrate. This unique property has enabled correspondingly unique transformations involving carbon-carbon, carbon-hydrogen, and carbon-metal bond activation. The pathway for the reoxidation of vanadomolybdates with O appears to be an inner-sphere reaction, but the oxidation of one-electron reduced polyoxotungstates has been shown through intensive research to be an outer-sphere reaction. Beyond electron transfer and electron transfer-oxygen transfer aerobic transformations, there a few examples of apparent dioxygenase activity where both oxygen atoms are donated to a substrate.

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“…trans-epoxides are obtained. In 2014, a protocol for the in situ formation of monooxygen persulfate from inexpensive Na 2 SO 3 /O 2 was described, 92 using an inorganic polyoxometalate catalyst (H 5 PV 2 Mo 10 O 40 ), avoiding the use of sacrificial aldehydes in the epoxidation process. The epoxidation of methyl oleate or high oleic fatty acid methyl esters from different vegetable oils in a one-pot reaction over supported copper catalysts has also been reported using molecular O 2 and cumene as the oxygen carrier.…”

Section: Short Review Syn Thesismentioning

confidence: 99%

Synthetic Transformations for the Valorization of Fatty Acid Derivatives

et al. 2017

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Oleochemistry is a growing field from the industrial point of view, and one of the basis for a more sustainable chemical production, less dependent of fossil sources. From this point of view, the development of selective and efficient synthetic transformations of triglycerides and fatty acids and esters is an active research field. This short review describes an overview of the most recent advances in the synthetic transformations of fatty acid derivatives into valuable chemicals. 1 Introduction 2 Triglycerides 2.1 Reactions on the ester group and multistep processes 2.2 Epoxidation 2.3 Ozonolysis 2.4 Cross metathesis 3 Reactions on the ester group of fatty acids and esters 3.1 Synthesis of free carboxylic acids 3.2 Synthesis of carboxylic esters 3.3 Reduction to alcohols and aldehydes 3.4 Synthesis of nitrogenated derivatives 4 Oxidation of Unsaturated Fatty acids and esters 4.1 Epoxidation and reactions of epoxides 4.2 Allylic oxidation 4.3 Synthesis of ketoderivatives 4.4 Oxidative cleavage 5 Addition reactions of unsaturated fatty acids and esters 5.1 Hydrogenation and hydroformilation 5.2 Cycloadditions and related reactions 5.3 Addition of carboxylic acids 5.4 Hydroalkylation 5.5 Radical additions 6 Other reactions of unsaturated fatty acids and esters 6.1 Cross metathesis 6.2 Isomerization 7 Conclusion and outlook

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Formation of persulphate from sodium sulphite and molecular oxygen catalysed by H₅PV₂Mo₁₀O₄₀– aerobic epoxidation and hydrolysis

Cited by 15 publications

References 29 publications

Catalytic Approaches to Monomers for Polymers Based on Renewables

Catalytic Approaches to Monomers for Polymers Based on Renewables

Dioxygen in Polyoxometalate Mediated Reactions

Synthetic Transformations for the Valorization of Fatty Acid Derivatives

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