Alkene oxidation catalyzed by a ruthenium-substituted heteropolyanion, SiRu(L)W sub 11 O sub 39 : The mechanism of the periodate mediated oxidative cleavage

Neumann, R; Abu-Gnim, C

doi:10.1021/ja00172a018

Title: Alkene oxidation catalyzed by a ruthenium-substituted heteropolyanion, SiRu(L)W sub 11 O sub 39 : The mechanism of the periodate mediated oxidative cleavage

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Abstract

A ruthenium-substituted heteropolyanion SiRu(H{sub 2}O)W{sub 11}O{sub 39}{sup 5{minus}} was synthesized and characterized. The hydrophobic quaternary ammonium salt of the heteropolyanion ((C{sub 6}H{sub 13}){sub 4}N){sub 5}SiRu{sup III}(H{sub 2}O)W{sub 11}O{sub 39} was used as a catalyst for the oxidation of alkenes with tert-butyl hydroperoxide, potassium persulfate, iodosobenzene, and sodium periodate as primary oxidants. Reactivity and selectivity were found to be dependent on the oxidant used; several different types of oxidation processes could be identified including allylic oxidation, epoxidation, and oxidative cleavage. Use of sodium periodate as oxidant enabled selective bond cleavage with aldehydes as the exclusive product.

Authors:

Neumann, R; Abu-Gnim, C ^[1]

Hebrew Univ. of Jerusalem (Israel)

Publication Date:: Wed Aug 01 00:00:00 EDT 1990

OSTI Identifier:: 6548754

Resource Type:: Journal Article

Journal Name:: Journal of the American Chemical Society; (USA)

Additional Journal Information:: Journal Volume: 112:16; Journal ID: ISSN 0002-7863

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; ALKENES; OXIDATION; DATA ANALYSIS; EXPERIMENTAL DATA; MEASURING INSTRUMENTS; MEASURING METHODS; PHYSICAL PROPERTIES; RUTHENIUM COMPLEXES; SYNTHESIS; TUNGSTEN OXIDES; CHALCOGENIDES; CHEMICAL REACTIONS; COMPLEXES; DATA; HYDROCARBONS; INFORMATION; NUMERICAL DATA; ORGANIC COMPOUNDS; OXIDES; OXYGEN COMPOUNDS; REFRACTORY METAL COMPOUNDS; TRANSITION ELEMENT COMPLEXES; TRANSITION ELEMENT COMPOUNDS; TUNGSTEN COMPOUNDS; 400201* - Chemical & Physicochemical Properties

Citation Formats


                    Neumann, R, and Abu-Gnim, C. Alkene oxidation catalyzed by a ruthenium-substituted heteropolyanion, SiRu(L)W sub 11 O sub 39 : The mechanism of the periodate mediated oxidative cleavage.  United States: N. p., 1990. 
        Web.  doi:10.1021/ja00172a018.

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                    Neumann, R, & Abu-Gnim, C. Alkene oxidation catalyzed by a ruthenium-substituted heteropolyanion, SiRu(L)W sub 11 O sub 39 : The mechanism of the periodate mediated oxidative cleavage.  United States.  https://doi.org/10.1021/ja00172a018

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                    Neumann, R, and Abu-Gnim, C. 1990.  
        "Alkene oxidation catalyzed by a ruthenium-substituted heteropolyanion, SiRu(L)W sub 11 O sub 39 : The mechanism of the periodate mediated oxidative cleavage".  United States.  https://doi.org/10.1021/ja00172a018.

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@article{osti_6548754,

  title        = {Alkene oxidation catalyzed by a ruthenium-substituted heteropolyanion, SiRu(L)W sub 11 O sub 39 : The mechanism of the periodate mediated oxidative cleavage},

  author       = {Neumann, R and Abu-Gnim, C},

  abstractNote = {A ruthenium-substituted heteropolyanion SiRu(H{sub 2}O)W{sub 11}O{sub 39}{sup 5{minus}} was synthesized and characterized. The hydrophobic quaternary ammonium salt of the heteropolyanion ((C{sub 6}H{sub 13}){sub 4}N){sub 5}SiRu{sup III}(H{sub 2}O)W{sub 11}O{sub 39} was used as a catalyst for the oxidation of alkenes with tert-butyl hydroperoxide, potassium persulfate, iodosobenzene, and sodium periodate as primary oxidants. Reactivity and selectivity were found to be dependent on the oxidant used; several different types of oxidation processes could be identified including allylic oxidation, epoxidation, and oxidative cleavage. Use of sodium periodate as oxidant enabled selective bond cleavage with aldehydes as the exclusive product.},

  doi          = {10.1021/ja00172a018},

  url          = {https://www.osti.gov/biblio/6548754},
  journal      = {Journal of the American Chemical Society; (USA)},

  issn         = {0002-7863},

  number       = ,

  volume       = 112:16,

  place        = {United States},

  year         = {Wed Aug 01 00:00:00 EDT 1990},

  month        = {Wed Aug 01 00:00:00 EDT 1990}

}

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