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  • 1,6-diketone  (1)
  • Industrial Chemistry and Chemical Engineering  (1)
  • 1
    Electronic Resource
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 9 (1995), S. 491-503 
    ISSN: 0268-2605
    Keywords: lanthanoid metal ; α,β-unsaturated ketone ; aliphatic imine ; homocoupling reaction ; ytterbium dibromide ; 1,2-diol ; 1,6-diketone ; 1,2-diamine ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A powerful reducing reagent, ytterbium dibromide (YbBr2), was synthesized by a new method using ytterbium metal and trimethylsilyl bromide (TMSBr) in tetrahydrofuran-hexamethylphosphoramide (THF-HMPA). YbBr2, thus formed in situ, causes coupling reactions of aliphatic ketones, α,β-unsaturated ketones and aliphatic aldimines to give bis-silylated 1,2-diols, 1,6-diketones and 1,2-diamines, respectively, in good yields. In the case of aliphatic ketimines, the corresponding reduced and silylated amines are obtained. In this solvent system, the trialkylsilyl moiety of trialkylsilyl bromide is converted to trialkylsilanes quantitatively. These results show that the Yb/TMSBr reagent generates YbBr2 in situ and the YbBr2 thus formed acts as a single-electron reductant for these coupling reactions.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 12 (1998), S. 277-284 
    ISSN: 0268-2605
    Keywords: carboxylation ; methane ; carbon monoxide ; ytterbium(III) acetate ; manganese(II) acetate ; sodium hypochlorite ; acetic acid ; Chemistry ; Industrial Chemistry and Chemical Engineering
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A new method of synthesis of acetic acid in water has been developed from the carboxylation of methane with carbon monoxide using lanthanide catalysts. Ytterbium(III) acetate has been found to be the most active catalyst among the compounds of the lanthanide series in the carboxylation reaction of methane with carbon monoxide. Sodium hypochlorite or hydrogen peroxide was used as the oxidant in this reaction. Sodium hypochlorite exhibited more favorable activity than hydrogen peroxide in the reaction. The catalytic activity was improved by the addition of transition-metal salts such as manganese(II) acetate. The best result has been found at a ratio of manganese(II) acetate to ytterbium(III) acetate of 1:10. The optimum reaction conditions (reaction temperature, 40 °C; time, 20 h; methane, 20 atm; carbon monoxide, 5 atm) have been obtained. © 1998 John Wiley & Sons, Ltd.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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