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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 2202-2211 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Total Synthesis of Aucantene [trans-4-(trans-l-Propenyl)-5-vinylcyclohexene], a Constituent of the Marine Brown Alga Cutleria multifida and of its IsomersAucantene (4), a constituent of the androgamete attractant of the marine brown alga Cutleria multifida, is trans-4-(trans-1-propenyl)-5-vinylcyclohexene. The total synthesis of 4 and its stereoisomers is described.
    Notes: Aucanten (4), Bestandteil des Androgameten-Lockstoffs der Braunalge Cutleria multifida, ist trans-4-(trans-1-Propenyl)-5-vinylcyclohexen. Die Totalsynthese von 4 und seiner Stereoisomeren wird beschrieben.
    Additional Material: 2 Tab.
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 106 (1973), S. 3951-3961 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Applications of 13C Resonance Spectroscopy, XI. Pteridin Spectra, IThe 13C n.m.r. spectra of several pteridines, among others the biological important :compounds folic acid and amethopterine, have been measured and assigned in neutral and alkaline solution. The pH-dependence of the totale spectrum was recorded and a pKa-value of 9.2 has been determined.
    Notes: Die 13C-NMR-Spektren verschiedener Pteridine, u. a. die der biologisch wichtigen Verbindungen Folsäure und Amethopterin, wurden in neutraler und alkalischer Lösung vermessen und zugeordnet. Die pH-Abhängigkeit des Folatspektrums wurde verfolgt und ein pKa-Wert von 9.2 bestimmt.
    Additional Material: 4 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 1823-1832 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Stereospecific Synthesis of cis-/trans-Substituted 1-Alkenylcyclopentanes and -cyclopentenesSynthesis of cis-/trans-substituted 1-alkenylcyclopentanes (11/11a, 12/12a, 13/13a) and -cyclopentenes (17/17a) via stereospecific ring-opening of 2,2-dibromocyclobutanones (7, 5) is described. The geminal dibromide as a functional group in the compounds 8/8a, 6/6a allows selective reactions, which can be used for the aimed synthesis of 1,2-disubstituted five-membered ring systems.
    Notes: Eine Synthese von cis-/trans-substituierten 1-Alkenylcyclopentanen (11/11a, 12/12a, 13/13a) und-cyclopentenen (17/17a) durch stereospezifische Ringöffnung von 2,2-Dibromcyclobutanonen (7, 5) wird beschrieben. Das geminale Dibromid als funktionelle Gruppe in 8/8a, 6/6a gestattet selektive Reaktionen, die zum gezielten Aufbau von 1,2-disubstituierten Fünfringsystemen präparativ genutzt werden können.
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  • 4
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 107 (1974), S. 3275-3286 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Applications of 13C Resonance Spectroscopy, XVIII. Pteridin Spectra, IIIThe 13C n.m.r. spectra of pterine (2-amino-4-oxo-3,4-dihydropteridine, 1), lumazine (2,4-dioxo-1,2,3,4-tetrahydropteridine, 2), 7-pterine carboxylic acid (3) and 4-oxo-3,4-dihydropteridine (4) have been measured in acidic solution (CF3CO2H, 2 N H2SO4, FSO3H) and assigned. The structure of the mono-and dications was derived from protonation shifts of the 13C resonances and changes in the 13C, 1H coupling constants. Contrary to earlier 1H n.m.r. based findings, the 13C data are only compatible with the second protonation occuring at N-5. The importance of the ΔE-term for the chemical shifts of 13C resonances is stressed.
    Notes: Die 13C-NMR-Spektren von Pterin (2-Amino-4-oxo-3,4- dihydropteridin, 1), Lumazin (2,4-Dioxo-1,2,3,4-tetrahydropteridin, 2), 7-Pterincarbonsäure (3) und 4-Oxo-3,4-dihydropteridin (4) wurden in saurer Lösung (CF3CO2H, 2 N H2SO4, FSO3H) gemessen und zugeordnet. Aus den Protonierungsverschiebungen der 13C-Resonanzen und den Änderungen der 13C, 1H-Kopplungskonstanten wurden die Strukturen der Mono- und Dikationen abgeleitet. Im Gegensatz zu früheren 1H-NMR-Befunden sind die 13C-Daten nur mit Zweitprotonierung an N-5 vereinbar. Die Bedeutung des ΔE-Terms für die chemische Verschiebung der 13C-Resonanz wird hervorgehoben.
    Additional Material: 4 Ill.
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 111 (1978), S. 3262-3275 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of Multifiden, the Gamete-Attractant of the Phaeophyte Cutleria multifida and Some of its Isomers. A Contribution to the Cope Rearrangement of 1-AlkenylcyclopentenesSynthesis of multifiden (1) and of two of its structural isomers 16 and 17 is described. Regioselective addition of dihalogenoketenes to dimeric cyclopentadiene 3 to yield 4a/b or 5a/b gives easy access to the pheromone system.
    Notes: Eine Synthese von Multifiden (1) sowie zwei seiner Strukturisomeren 16 und 17 wird beschrieben. Regioselektive Addition von Dihalogenketenen an dimeres Cyclopentadien 3 zu 4a/b bzw. 5a/b erlaubt einen einfachen Aufbau des Pheromonsystems.
    Additional Material: 3 Tab.
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  • 6
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 107 (1974), S. 876-886 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Applications of 13C Resonance Spectroscopy, XII. Pteridin Spectra, IIIt is shown that HMO π-charge densities of nitrogen heterocycles correlate nearly as good with 13C resonance frequencies as INDO total charge densities. For pteridin anions the relation Δδ = 193.1 Δπ(HMO) [S(E) = 8.1 ppm] is obtained using benzene as reference. With the help of this equation the assignment of the 13C resonances in the anions of 6,7-dioxo-5,6,7,8-tetrahydropteridin, 2,4,6,7 -tetroxo-1,2,3,4,5,6,7,8-octahydropteridin, leucopterin and alloxazine is derived.
    Notes: Es wird gezeigt, daß HMO-π-Ladungsdichten in Stickstoff-Heterocyclen mit den 13C -Resonanzfrequenzen nahezu ebenso gut korrelieren wie INDO-Gesamtladungsdichten. Für Pteridin-Anionen erhält man mit Benzol als Referenz die Beziehung Δδ = 193.1 Δπ(HMO) [S(E) = 8.1 ppm], mit deren Hilfe die Zuordnungen der 13C-Resonanzen in den anionen von 6,7-Dioxo-5,6,7,8-tetrahydropteridin, 2,4,6,7-Tetroxo-1,2,3,4,5,6,7,8-octahydropteridin, Leukopterin und Alloxazin abgeleitet werden.
    Additional Material: 5 Tab.
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  • 7
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 225-232 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Stereichmistry of Fucoserratene, the Gamete Attractant of the Brown Alga Fucus serratys L.Fucoserratene, the female sex attractant (gynogamone) from the ova of the seaweed Fucus serratus L. is 1,3-trans,5-cis-octatriene, as proven by comparison with the synthesized stereo-isomer. The systematic synthesis of all four cis, trans isomers of 1,3,5-octatriene and their physical properties are described.
    Notes: Fucoserraten (C8H12), der Gametenlockstoff (Gynogamon) der Eier des Seetangs Fucus serratus L. ist 1,3-trans,5-cis-Octatrien, wie durch Vergleich mit den synthetisierten Stereo-meren bewiesen wird. Die systematische Synthese aller vier cis, trans-isomeren 1,3,5-Octatriene und ihre Eigenschaften werden beschrieben.
    Additional Material: 3 Tab.
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