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  • 1
    Electronic Resource
    Electronic Resource
    Derivate des Borabenzols, VIII: Ein neuer Weg zu Alkalimetallborinaten. Synthesen von Ruthenium-, Osmium-, Rhodium- und Platin-Verbindungen mit Borinat-Liganden (1976)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 109 (1976), S. 2382-2388 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Borabenzene Derivatives, VIII: A New Route to Alkalimetal Borinates. Syntheses of Ruthenium, Osmium, Rhodium, and Platinum Compounds with Borinate LigandsDegradation of bis(borinato)cobalt complexes Co(C5H5B — R)2(R = C6H5, CH3) with alkalimetal cyanides MCN (M = Na, K) yields alkalimetal borinates M[C5H5B — R]. These are versatile synthetic intermediates as demonstrated by the syntheses of Ru(C5H5B — R)2 (R = C6H5, CH3), Os(C5H5B — C6H5)2, Rh(1,5-C8H12)(C5H5B — R), and Pt(CH3)3(C5H5B — C6H5).
    Notes: Der Abbau von Bis(borinato)kobalt-Komplexen Co(C5H5B — R)2 (R = C6H5, CH3) mit Alkalimetallcyaniden MCN (M = Na, K) liefert Alkalimetallborinate M[C5H5B — R]. Diese sind vielseitige Synthesezwischenprodukte, wie mit der Darstellung von Ru (C5H5B — R)2 (R = C6H5,CH3), Os(C5H5B — C6H5)2, Rh(1,5-C8H12)(C5H5B — R) und Pt(CH3)3((C5H5B — C6H5) gezeigt wird.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19761090704
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  • 2
    Electronic Resource
    Electronic Resource
    Mikrobiologische Umwandlungen nichtsteroider Strukturen. IX Mikrobiologische Hydroxylierung von Δ8-Tetrahydrocannabinol (1976)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 109 (1976), S. 3606-3614 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Microbiological Transformations of Nonsteroidal Structures, IX Microbiological Hydroxylation of Δ8TetrahydrocannabinolΔ8Tetrahydrocannabinol (5) is hydroxylated at the ring system and the side chain by fermentations with Pellicularia flilamentosa or Streptomyces lavendulae. P. filamentosa yields the compounds 7β,3′- (1) und 7β,4′-dihydroxy-Δ8-tetrahydrocannabinol (3) as well as 8β,9α-dihydroxy-(2a) und 8β,9α,4′-trihydroxy-6a,10a-trans-hexahydrocannabinol (4a), whereas S. lavendulae leads to 7α-hydroxy- (6), 7α,2′- (7), 7α,3′- (8), 7α4′-Dihydroxy-Δ8-tetrahydrocannabinol (9) und 4′-hydroxy-7-oxo-Δ8-tetrahydrocannabinol (10).
    Notes: Δ8Tetrahydrocannabinol (5) wird durch Fermentationen mit Pellicularia filamentosa oder Streptomyces lavendulae gleichzeitig am Ringsystem und in der Seitenkette hydroxyliert. P. filamentosa ergibt die Produkte 7β,3′- (1) und 7β,4′-Dihydroxy-Δ8-tetrahydrocannabinol (3) sowie 8β,9α-Dihydroxy-(2a) und 8β,9α,4′-Trihydroxy-6A,10a-trans-hexahydrocannabinol (4a), während S. lavendulae zu 7α-Hydroxy-(6), 7α,2′- (7), 7α,3′- (8), 7α4′-Dihydroxy-Δ8-tetrahydrocannabinol (9) und 4′-Hydroxy-7-oxo-Δ8-tetrahydrocannabinol (10) führt.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19761091114
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  • 3
    Electronic Resource
    Electronic Resource
    Über das Auftreten von Dichlorketocarben bei der radikalisch induzierten Fragmentierung von Dichlorvinylencarbonat (1976)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 109 (1976), S. 1163-1170 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: On the Evidence of Dichloroketocarbene in the Radically Induced Fragmentation of Dichlorovinylene CarbonatContrary to the thermal fragmentation of dichlorovinylene carbonate (1) the attack of sulfur radicals on 1 yields dichloromaleic acid dichloride (3), carbon dioxide, carbon oxisulfide and small amounts of dichloromaleic acid thioanhydride (6). The contested structure of 3 is confirmed by 35Cl-NQR-measurements. - Based on product formation the fragmentation very likely proceeds via dichloroketocarbene as an intermediate.
    Notes: Anders als bei rein thermischer Spaltung 2) fragmentiert Dichlorvinylencarbonat (1) beim Angriff von Schwefelradikalen zu Dichlormaleinsäuredichlorid (3), Kohlendioxid, Kohlenoxisulfid und geringen Mengen Dichlormaleinsäurethioanhydrid (6). Die bisher umstrittene Konstitution von 3 wird durch 35Cl-NQR-Messungen sichergestellt. - Der aus der Produktanalyse sich abbildende Fragmentierungsmechanismus macht das intermediäre Auftreten des Dichlorketocarbens wahrscheinlich.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19761090338
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  • 4
    Electronic Resource
    Electronic Resource
    Anodische Oxidation von konjugierten Dienen (1978)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 111 (1978), S. 1294-1314 
    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 Conjugated Dienes1,3-Butadiene, isoprene, 1,3-cyclohexadiene, 2,4-hexadiene, 1,3-pentadiene, 2,3-dimethyl-1,3-butadiene, 1-acetoxy-1,3-butadiene, and β-ionylideneethane are oxidatively dimerized or dimethoxylated in an undivided cell at graphite-, platinum-, or glassy carbon anodes in methanol/NaClO4 to form substituted dimethoxyoctadienes or dimethoxybutenes. The dimerization is favored by graphite-, carbon cloth-anodes, and dienes being unsubstituted at the terminal positions. The dienes are irreversibly oxidized at peak potentials between EP = +1.04 to +2.0V (vs. Ag/AgCl); the peak potentials correlate linearly with the ionization potentials. For 2,4-hexadiene the n-value is 1.9 to 2.1, the electrochemical reaction order v = 0.98. The dimers are probably formed via radical cations that add as electrophiles to the diene with the formation of a 1,4-radical cation which, after oxidation, undergoes solvolysis or deprotonation.
    Notes: 1,3-Butadienen, Isopren, 1,3-Cyclohexadien, 2,4-Hexadien, 1,3-Pentadien, 2,3-Dimethyl-1,3-butadien. 1-Acetoxy-1,3-butadien und β-Jonylidenethan werden in einer ungeteilten Zelle an Graphit-, Platin- und Glaskohlenstoffanoden in Methanol/NaClO4 zu substituierten Dimethoxyoctadienen oxidativ dimerisiert bzw. zu Dimethoxybutenen dimethoxyliert. Die Dimerisierung wird durch Graphit-, Kohletuchanoden und endständig unsubstituierte Diene begünstigt. Die Diene werden irreversibel bei Peakpotentialen zwischen EP = +1.04 bis 2.0 V (gegen Ag/AgCl) oxidiert; die EP-Werte korrelieren linear mit den Ionisierungspotentialen. Für 2,4-Hexadien beträgt der n-Wert: 1.9-2.1 und die elektrochemische Reaktionsordnung v = 0.98. Die Dimeren bilden sich vermutlich über Radikalkationen, die sich elektrophil an das Dien zu einem 1,4-Radikalkation addieren, das oxidiert und anschließend methanolysiert wird.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19781110409
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  • 5
    Electronic Resource
    Electronic Resource
    Mikrobiologische Umwandlung von Steroiden, XV: Mikrobiologische Hydroxylierung von 3α-Acetoxy-5β-pregnan-20-carbonsäure und deren Methylester mit Calonectria decora und Syncephalastrum racemosum (1978)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 111 (1978), S. 2143-2151 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Microbial Transformations of Steroids, XV: Microbial Hydroxylation of 3α-Acetoxy-5β-pregnane-20-carboxylic Acid and of its Methyl Ester by Calonectria decora and Syncephalastrum racemosum3α-Acetoxy-5β-pregnane-20-carboxylic Acid (1) is hydroxylated by fermentation with Calonectria decora in 12β- (3), 7β,11β- (4), and 1β,12β-position (5) with hydrolysis of the 3-acetoxy group. The methyl ester 2 is attacked in 7α,12β- (6), 7β, 11α- (7), and 12β,15α-position (8), Syncephalastrum racemosum forms from 1 the hydroxy products in positions 11β (9), 12β (3), 7β,11β (4), and 11β,15β (10) as well as the further transformation products 3α-hydroxy- (13), 3α,11β-dihydroxy- (14), 3α,12β-dihydroxy-5β,20α-pregnane-20,18-carbolactone (11), and 11,18-epoxy-3α-hydroxy-5β,20α-pregnane-20,18-carbolactone (16), 1 is transformed by Mycobacterium smegmatis into methyl 3-oxo-pregnane- (18) and 3-oxo-1,4-pregnadiene-20-carboxylate (20).
    Notes: 3α-Acetoxy-5β-pregnan-20-carbonsäure (1) wird durch Fermentation mit Calonectria decora unter Verseifung der 3-Acetylgruppe in 12β- (3), 7β,11β- (4) und 1β,12β-Stellung (5) hydroxyliert. Der Methylester 2 wird analog in 7α,12β- (6), 7β,11α- (7) und 12β, 15α-Position (8) angegriffen. Syncephalastrum racemosum bildet aus 1 die Hydroxylierungsprodukte in den Positionen 11β (9), 12β (3), 7β,11β (4) und 11β,15β (10) sowie die weiteren Umwandlungsprodukte 3α-Hydroxy- (13), 3α,11β-Dihydroxy- (14), 3α,12β-Dihydroxy-5β,20α-pregnan-20,18-carbolacton (11) sowie 11,18-Expoxy-3α-hydroxy-5β,20α-pregnan-20,18-carbolacton (16). Durch Mycobacterium smegmatis wird 1 zu 3-Oxo-4-pregnen- (18) und 3-Oxo-1,4-pregnadien-20-carbonsäure-methylester (20) umgewandelt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19781110611
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  • 6
    Electronic Resource
    Electronic Resource
    2,4,6-Triphenyl-5-pyrimidinol als Vorstufe eines stabilen Heteroaroxyl-Radikals (1975)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 383-394 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 2,4,6-Triphenyl-5-pyrimidinol as Precursor of a Stable Heteroaroxy RadicalThe stable radical 2,4,6-triphenyl-5-pyrimidinyloxyl (3) is prepared via the corresponding hydroxy and methoxy compound (6 and 5). Reaction of α-methoxydibenzoylmethane with ω-methoxyacetophenone yields the dihydropyrimidine 4 which can be transformed to 5 and 6 (elimination of dimethyl ether). Reaction with benzaldehyde, however, yields 2,4,6-tri-phenylpyrimidine (9) (elimination of methanol). Dibenzoylmethane analogously forms 7 and 9 with ω-methoxyacetophenone. A red by-product C31H22N2 is formulated as a non-aromatic pyrrolopyridine (10?).
    Notes: Das stabile Radikal 2,4,6-Triphenyl-5-pyrimidinyloxyl (3) ist über die entsprechende Hydroxy-und Methoxy-Verbindung (6 bzw. 5) zugänglich. Umsetzung von α-Methoxydibenzoyl-methan mit ω-Methoxyacetophenon führt zum Dihydropyrimidin 4, das unter Abspaltung von Dimethyläther in 5 bzw. 6 übergeht. Umsetzung mit Benzaldehyd ergibt hingegen 2,4,6-Triphenylpyrimidin (9) (Methanol-Abspaltung). Dibenzoylmethan reagiert mit ω-Methoxy-acetophenon analog zu 7 und 9 sowie einem roten Pyrrolopyridin C31H22N2 (10?) als Nebenprodukt.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19751080203
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  • 7
    Electronic Resource
    Electronic Resource
    Beweis des monovalenten Charakters von Oxidationsreaktionen mit Kalium-nitrosodisulfonat durch ESR-Messungen, insbesondere an diffundierenden Lösungen (1975)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 2097-2106 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Proff of the Monovalent Character of Oxidation Reactions with Potassium-nitrosodisulfonate by E.S.R. Measurements Especially do Diffusing SolutionsBy means of e. s. r. measurements the formation of phenoxyl radicals in the oxidation of phenols with potassium-nitrosodisulfonate can be proven (monovalent character of the oxidation). In homogeneous mixtures of the reactants in dioxane/water radicals to be present can be shown by e. s. r. only with such 2,6-di-tert-butylphenols which are substituted in position 4 by an ether group (methoxyl, ethoxyl, and tert-butoxyl; 1a - c), not, however, with an alkyl group or carbonyl function. In this case the phenoxyl concentration at the spot of measurement can be risen by allowing the reacting solutions to diffuse in each other.
    Notes: Durch den ESR-spektroskopischen Nachweis von Phenoxyl-Radikalen bei der Oxidation von Phenolen mit Kalium-nitrosodisulfonat wird bewiesen, daß die Oxidation monovalent verläuft. In homogenen Mischungen der Reaktanten in Dioxan/Wasser werden nur bei solchen 2,6-Di-tert-butylphenolen Radikale nachgewiesen, die in 4-Stellung eine Methoxy-, Äthoxy- oder tert-Butoxy-Gruppe (1a - c), nicht hingegen einen Alkylrest oder eine Carbonyl-Funktion tragen. Der Radikal-Nachweis gelingt in diesen Fällen (2 - 6) nur dann, wenn man die reagierenden Lösungen während der Messung ineinander diffundieren läßt.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19751080627
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  • 8
    Electronic Resource
    Electronic Resource
    Cathodic Reduction of 1-Nitroalkenes to Oximes and Primary Amines (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 2303-2306 
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    ISSN: 0009-2940
    Keywords: Electrochemistry ; 1-Nitroalkenes, reduction of ; Oximes ; Amines ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1-Nitroalkenes are reduced in high yields at -0.3 to -0.5 V (vs. SCE) at a mercury or graphite cathode to oximes. At higher cathodic reduction potentials (- 1.1 V) primary amines are selectively obtained in fair yields. Nitroalkadienes are selectively reduced at the double bond conjugated with the nitro group to either the oxime or amine.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911241024
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  • 9
    Electronic Resource
    Electronic Resource
    Electroorganie Synthesis, 55[1]. Influences on the Selectivity of the Kolbe versus the Non-Kolbe Electrolysis in the Anodic Decarboxylation of Carboxylic Acids (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 1623-1630 
    Details
    ISSN: 0009-2940
    Keywords: Kolbe electrolysis ; Non-Kolbe electrolysis ; Carboxylic acids, α-alkoxy- ; Solvent effects ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The anodic decarboxylation of 3-oxanonanoic acid (2a) and 3-oxapentadecanoic acid (2b) in methanol leads exclusively to products of the non-Kolbe electrolysis. The influence of co-electrolysis, solvent, current density, degree of neutralization and chain length of the alkoxy group on the anodic decarboxylation of 2a, b have been investigated. An extended alkyl chain in the alkoxy group, coelectrolysis with long-chain fatty acids, ethanol or dimethylformamide as solvent, and a high current density favor the Kolbe coupling against the non-Kolbe electrolysis.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931260720
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  • 10
    Electronic Resource
    Electronic Resource
    Electroorganic Synthesis, 58. Synthesis of Substituted Benzoquinones and their Use for Mediated Electrochemical Conversions (1994)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 859-873 
    Details
    ISSN: 0009-2940
    Keywords: Benzoquinones, substituted ; Cyclic voltammetry ; Cathodic dioxygen reduction, mediated ; Anodic Wacker oxidation, mediated ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Hydroxy- (1a-3a) and hydroxyalkyl-substituted benzoquinones (6a-8a, 27a), suited to be immobilized by esterification with polyacrylic acid, are prepared. Their cathodic reduction potential Ep,c (1) correlates linearly with their substituent constant. The cathodic reduction of dioxygen and the palladium(II)-catalyzed anodic oxidation of alkenes are mediated by the benzoquinones 7b, 8b and 27b, respectively.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19941270513
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