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  • 1
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    Selective anodic oxidation of tetrahydrofuran (1987)
    Elsevier
    Details
    Publication Date: 1987-01-01
    Print ISSN: 0040-4020
    Electronic ISSN: 1464-5416
    Topics: Chemistry and Pharmacology
    Published by Elsevier
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  • 2
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    Anodic oxidation of isoalkylethers in aqueous electrolytes (1991)
    Elsevier
    Details
    Publication Date: 1991-01-01
    Print ISSN: 0040-4020
    Electronic ISSN: 1464-5416
    Topics: Chemistry and Pharmacology
    Published by Elsevier
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  • 3
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    Anodic dehalogenation of1,2-dichloroethane in aqueous electrolytes (1990)
    Wiley
    Details
    Publication Date: 1990-01-01
    Print ISSN: 0930-7516
    Electronic ISSN: 1521-4125
    Topics: Chemistry and Pharmacology , Process Engineering, Biotechnology, Nutrition Technology
    Published by Wiley
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  • 4
    Electronic Resource
    Electronic Resource
    Anodische Oxidation cycloaliphatischer Mono- und Diether in wäßrigen Elektrolyten (1987)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 120 (1987), S. 1679-1682 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Anodic Oxidation of Cycloaliphatic Mono- and Diethers in Aqueous ElectrolytesThe anodic oxidation of cycloaliphatic ethers such as tetrahydrofuran5) and tetrahydro-2H-pyran (1) as well as cycloaliphatic diethers such as 1,4-dioxane (3) and 1,3-dioxolane (6) was investigated under various conditions in aqueous 1 M H2SO4. The primary products in all cases are those of anodic hydroxylation in the 2-position to yield cyclic hemiacetals. This oxidation gives with platinum current efficiencies which are much larger than the results of the anodic methoxylation in methanol. The high selectivity in some cases is explained in terms of an O-insertion from PtO2. - The follow-up oxidation leads in the case of the cyclic monoethers to lactones, predominantly with lead dioxide. δ-Valerolactone is synthesized with more than 60% current efficiency from 1. With diethers 3 and 6, anodic products of ring fragmentation are formed. The product distribution is indicative of an O-insertion under ring expansion.
    Notes: Die anodische Oxidation cycloaliphatischer Ether wie Tetrahydrofuran5) und Tetrahydro-2H-pyran (1) sowie cycloaliphatischer Diether wie 1,4-Dioxan (3) und 1,3-Dioxolan (6) wurde unter verschiedenen Elektrolysebedingungen in wäßriger 1 M H2SO4 untersucht. Übereinstimmend wird primär durch anodische Hydroxylierung in 2-Stellung ein cyclisches Halbacetal gebildet. An Platin sind die Stromausbeuten viel höher als bei der analogen Methoxylierung in Methanol. Die teilweise erreichte hohe Selektivität wird auf eine spezifische O-Insertion aus PtO2 zurückgeführt. - Die Weiteroxidation führt bei den cyclischen Monoethern, vor allem an Bleidioxid, zum Lacton. Aus 1 entsteht mit über 60% Stromausbeute das δ-Valerolacton. Im Fall der Diether 3 und 6 bilden sich Produkte der anodischen Ringfragmentierung; das Produktspektrum ist indikativ für eine O-Insertion unter Ringerweiterung.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19871201012
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  • 5
    Electronic Resource
    Electronic Resource
    Polylithiumkomplexe aus phenylsubstituierten 1,6,6aλ4-Trithiapentalenen und verwandten Verbindungen und Lithium (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 42-55 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Polylithium Complexes from Phenyl-substituted 1,6,6aλ. Trithiapentalenes and Related Compounds and LithiumPhenyl-substituted 1,6,6a⋋LD4-trithiapentalenses (1a - d) and 3H-1,2-dithiole-3-thiones (2a, b), 2-(4-phenyl-3H-1,2-dithiol-3-ylidene)acetophenone (3), and 1,5-diphenyl-1,3,5-pentanetrione (4) react in tetrahydrofuran or 2-methyltetrahydrofuran at 0°C with 7 - 10 Li/mol to form highly reactive, soluble polyithium complexes. These can be precipitated from solution by addition of pentane and have the composition A Li7-10 · THF, where A = starting compound. The polylithium complex obtained from 1a and 10 Li is suggested to have the constitution 5a on the basis of reaction with water, methyl iodide, pentacene, and hydrogen, respectively. The assumption that 5a and the analogous complex 5b (formed by reacting 1b and 9 Li) contain Li2S molecules in complexed form is supported in particular by solid state 7Li and 1H NMR measurements.
    Notes: Phenylsubstituierte 1,6,6aλ4-Trithiapentalene (1a - d) und 3H-1,2-Dithiol-3-thione (2a, b), 2-(4-Phenyl-3H-1,2-dithiol-3-yliden)acetophenon (3) und 1,5-Diphenyl-1,3,5-pentantrion (4) reagieren in Tetrahydrofuran oder 2-Methyltetrahydrofuran bei 0°C mit 7 - 10 Li/mol zu hochreaktiven, löslichen Polylithiumkomplexen, die durch Ausfällung mit Pentan als Feststoffe der Zusammensetzung ALi7-10 · THF, A = Ausgangsverbindung, isoliert werden können. Für den aus 1a und 10 Li in THF erhältlichen Polylithiumkomplex wurde aufgrund der Reaktion mit Wasser bzw. Methyliodid, Pentacen und Wasserstoff die Konstitution 5a vorgeschlagen. Die Annahme, daß in 5a und in dem vergleichbaren Komplex 5b (aus 1b und 9 Li) Li2S-Moleküle komplexgebunden sind, wird insbesondere durch 7Li- und 1H-NMR-Messungen an festem 5b unterstützt.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170104
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  • 6
    Electronic Resource
    Electronic Resource
    Anodische Oxidation von 2-Cyanethanol zu Cyanessigsäure (1985)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 118 (1985), S. 3771-3780 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Anodic Oxidation of 2-Cyanoethanol to Cyanoacetic Acid2-Cyanoethanol (3-hydroxypropiononitrile, 1) has been oxidized electrochemically in aqueous sulfuric acid at platinum- and lead dioxide anodes with current densities of 30 - 200 mA cm-2 to give cyanoacetic acid (3). Current efficiencies and material yields were up to 60%. Side products are HCN via an anodic attack at β-CH2 with 8 - 15% and cyanoacetaldehyde with 3 - 13% current efficiency on platinum. In principle, HCN can be recycled to new starting material and cyanoacetaldehyde to yield further product. Electrooxidation at Pt takes place at an anode, which is partially covered with platinum oxides. High over-voltages are interpreted in terms of voltage drop in a rigid organic adsorbate layer.
    Notes: 2-Cyanethanol (3-Hydroxypropionitril, 1) wird in schwefelsauren, wäßrigen Elektrolyten an Platin- oder Bleidioxid-Anoden bei Stromdichten von 30 - 200 mA/cm2 elektrochemisch zu Cyanessigsäure (3) oxidiert. Die Strom- und Materialausbeuten erreichen 60%. Als Nebenprodukte entstehen HCN über einen anodischen Angriff am β-CH2 mit 8 - 15% und Cyanacetaldehyd mit 3 - 13% Stromausbeute an Platin. Im Prinzip kann HCN in neues Edukt und Cyanacetaldehyd in das Produkt übergeführt werden. Die Elektrooxidation an Platin findet an teilweise mit Platinoxiden bedeckten Anoden statt. Die hohen Überspannungen werden als Spannungsabfall in einer starren, organischen Adsorbatschicht gedeutet.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19851180929
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  • 7
    Electronic Resource
    Electronic Resource
    Anodic dehalogenation of 1,2-dichloroethane in aqueous electrolytesDedicated to Professor Dr. Karl-Hans Simmrock on the occasion of his 60th birthday (1990)
    Weinheim : Wiley-Blackwell
    Chemical Engineering & Technology - CET 13 (1990), S. 371-375 
    Details
    ISSN: 0930-7516
    Keywords: Chemistry ; Industrial Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Process Engineering, Biotechnology, Nutrition Technology
    Notes: A solution of 0.1 M 1,2-dichloroethane in 1 M H2SO4 was anodically converted to CO2, Cl2 and HCIO4 as the main products at smooth platinum. The current efficiency for CO2 exceeds 60% at low current densities, while HClO4 is obtained with about 20% current efficiency. Chlorinated products such as 1,2′,2-trichloroethane are formed in negligible amounts. Platinum plays a distinctive role as anode material and shows a reaction limited anodic prewave. Our experimental findings lead to a mechanism, whereby DCE is initially hydroxylated to form chloroacetaldehyde chlorohydrin which releases HCl and becomes rapidly further oxidized to monochloroacetic acid. The cleavage of the C—C bond proceeds via its anodic decarboxylation. Possible practical applications in the field of anodic water purification and in the direct electrosynthesis of vinyl chloride are discussed.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ceat.270130150
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  • 8
    Electronic Resource
    Electronic Resource
    Benzophenon-dilithium als Komplex mit Tetrahydrofuran und Tetramethylethylendiamin (1980)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 92 (1980), S. 844-845 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19800921017
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  • 9
    Electronic Resource
    Electronic Resource
    Katalytische Lithiierung von 1-Olefinen (1981)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 93 (1981), S. 691-693 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19810930816
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  • 10
    Electronic Resource
    Electronic Resource
    Catalytic Lithiation of 1-Olefins (1981)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 20 (1981), S. 684-686 
    Details
    ISSN: 0570-0833
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.198106841
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