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  • Inorganic Chemistry  (2)
  • Singlet oxygen  (1)
  • Vanadium  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Activation of Bis(trimethylsilyl) Peroxide and tert-Butyl Hydroperoxide with Oxo and Peroxo Complexes of Vanadium, Molybdenum, and Tungsten for the Sulfoxidation of Thianthrene 5-Oxide (1996)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 129 (1996), S. 1177-1182 
    Details
    ISSN: 0009-2940
    Keywords: Thianthrene 5-oxide ; Peroxide, bis(trimethylsilyl) ; Hydroperoxide, tert-butyl ; Oxygen transfer ; Peroxo complexes ; Catalysis ; Vanadium ; Molybdenum ; Tungsten ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Bis(trimethylsilyl) peroxide (BTSP) and tert-butyl hydroperoxide (tBuOOH) were activated by various oxo and peroxo complexes of molybdenum, tungsten, and vanadium as catalysts for the sulfoxidation of thianthrene 5-oxide (SSO). A screening of a number of phosphane oxide and amine oxide ligands revealed that BTSP was most efficiently activated by the [MoO5(OPtBu3)] complex. The best results for tBuOOH as oxygen source were achieved with the vanadates [VO(OR)3] (R = tBu, iPr). Comparative selectivity and rate data for the stoichiometric and catalytic sulfoxidations of SSO mediated by the MoO5L complex (L = OPtBu3, OPnOct3, ONnBu3, ONnOct3) suggest that the bisperoxo metal complex is the active oxygen transfer species.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19961291006
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Thianthrene 5-Oxide (SSO) as a Mechanistic Probe of the Electrophilic Character in the Oxygen Transfer by Dioxiranes (1994)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 1111-1113 
    Details
    ISSN: 0009-2940
    Keywords: Thianthrene 5-oxide ; Dioxiranes ; Hydrogen peroxide ; Oxidation ; Oxygen transfer ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Thianthrene 5-oxide (SSO) is established as a useful and convenient chemical probe to assess the electronic character (Xso) of oxygen transfer agents. Thus, H2O2 under basic conditions (HOOH/nBu4NOH) gives an Xso value of 1.00, while H2O2 under acidic conditions (HOOH/HClO4) affords an Xso value near zero. On this Xso scale, dimethyldioxirane (Xso = 0.13 at 0°C) and methyl(trifluoromethyl)dioxirane (Xso = 0.10 at 0°C) are, as expected, definitely strong electrophilic oxidants.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19941270621
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    The Release of Singlet Oxygen in the Reaction of Dioxiranes with Amine N-Oxides (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 2527-2532 
    Details
    ISSN: 1434-193X
    Keywords: Amines ; Amine N-oxides ; Singlet oxygen ; Dioxiranes ; Deoxygenation ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reactivity of dimethyldioxirane and methyl(trifluoromethyl)dioxirane towards the amine N-oxides 1a-13a and ammonium derivatives 13b-d has been investigated. In the dioxirane oxidation of the tertiary amines and nitrogen heteroarenes, the expected N-oxides are not always formed. Instead, the in situ generated N-oxides are deoxygenated by the dioxirane with the release of singlet oxygen (1O2) at comparable or even higher rates than the amine oxidation. The amount of 1O2 has been quantified by IR chemiluminescence and by chemical trapping with 9,10-dimethylanthracene. The nucleophilicity of the N-oxide determines the efficacy of the 1O2 release in the deoxygenation. Thus, for the less nucleophilic heteroaromatic N-oxides, the deoxygenation of the amine oxide competes ineffectively with the oxidation of the amine. The ammonium derivatives 13b-d do not promote the decomposition of the dioxiranes; as expected, they are epoxidized.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
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