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  • Organic Chemistry  (695)
  • 1980-1984  (695)
  • 1982  (695)
  • 1
    Electronic Resource
    Electronic Resource
    Untersuchungen über den Thermischen Zerfall von n-Dodecylcyclopentan in der Gasphase (1982)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 324 (1982), S. 964-972 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Investigations on the Thermal Decomposition of n-Dodecylcyclopentane in the Gas PhaseIn the thermal decomposition of n-dodecylcyclopentane at 670 and 750°C in a laboratory tubular reactor mixtures of hydrogen and 57 and 113 hydrocarbons respectively are formed. The mixtures have been analyzed and identified by capillary gas chromatography and by mass spectrometry. The distribution of the reaction products is used for mechanistic discussions.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19823240615
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  • 2
    Electronic Resource
    Electronic Resource
    Formation and dissociation mechanism of amide complexes. VPart IV, see [1]. Interconversion of dimeric and monomeric Cu2+-complexes with 1,8-diamino-3,6-diaza-2,7-octanedione: Comparison between the reactivity of terminal and internal amide groups (1982)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 65 (1982), S. 753-761 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The protonation and deprotonation rates of the coordinated amide groups in the Cu2+-complexes of 1,8-diamino-3,6-diaza-2,7-octanedione (DED = L) have been studied by stopped-flow techniques. Starting at low pH from Cu2+ and DED the dimeric Cu2L24+-complex, fully formed within the mixing time of the stopped-flow instrument, reacts in two consecutive steps to yield the final product CuLH-2. The rate constants of the forward and backward reactions have been determined and are given in Table 1. The intermediate was identified as Cu2L2H-22+ by measuring its VIS.-absorption spectrum.The rate constants for the interconversion of the amide groups from the O- to the N-coordinated form in the Cu2+-complexes of DED, 2,10-dioxo-1, 4, 8, 11 tetraazaundecane (DANA) and triglycine (TRIGLY) are compared with each other. It is shown that these rate constants are similar, no matter whether the amide group is terminal or internal as long as the rotation is easily possible as is the case in the dimeric species Cu2L24+ and Cu2L2H-22+. However, for CuLH-2 the inter-conversion only takes place after opening of one of the chelate rings in a rapid protonation preequilibrium.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19820650313
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  • 3
    Electronic Resource
    Electronic Resource
    Synthese von cis- und trans-Eninen in der Reihe der 12-und 15-Ringe (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 1366-1374 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of cis- and trans-Enynes in the Class of 12- and 15-membered Ring SystemsSynthesis of (E)-1-cyclododecen-3-yne (E-2a) leads to the isolation of the first trans-enyne with geometrical ring strain. E-2a isomerizes thermally to give the Z-configuration Z-2a in a very smooth reaction. For systematical investigations the 15-membered ring enynes E-5a and Z-5a were generated. They behave like openchained 1,3-enynes.
    Notes: Die Synthese von (E)-1-Cyclododecen-3-in (E-2a) führt zur Isolierung des ersten trans-Enins mit geometrischer Ringspannung. E-2a wandelt sich thermisch leicht in die Z-Konfiguration Z-2a um. Zur systematischen Untersuchung werden die 15-Ring-Enine E-5a und Z-5a hergestellt. Sie verhalten sich wie offenkettige 1,3-Enine.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820713
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  • 4
    Electronic Resource
    Electronic Resource
    Bromierung und Dehydrobromierung in den Seitenketten von 1,2,3-Thiadiazolen (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 683-698 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Bromination and Dehydrobromination in the Side Chains of 1,2,3-ThiadiazolesThe bromination of 1,2,3-thiadiazoles with N-bromosuccinimide (NBS) is investigated. The monobromides 3 and 4 and the dibromides 5 and 6 can be isolated. Several methods have been used for the introduction of double bonds by the elimination of HBr. Besides the elimination products 9, 11, 12, and 14 the substitution products 10, 13, 15, 16, and 17 are obtained. A lot of regio- and stereoselectivities can be observed.
    Notes: Bei den 1,2,3-Thiadiazolen 2a-h wird die Bromierung mit N-Bromsuccinimid (NBS) untersucht. Es können die Monobromide 3 und 4 sowie die Dibromide 5 und 6 isoliert werden. Zur Einführung von Doppelbindungen unter HBr-Abspaltung werden mehrere Verfahren geprüft. Neben den Eliminierungsprodukten 9, 11, 12 und 14 erhält man die Substitutionsprodukte 10, 13, 15, 16 und 17. Man beobachtet dabei eine Reihe von Regio- und Stereoselektivitäten.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820408
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  • 5
    Electronic Resource
    Electronic Resource
    Glycosylazide als Ausgangsbasis zur Gewinnung von Nucleosidanalogen, 2. Synthese von Tetrazol-Nucleosiden (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 1870-1890 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Glycosyl Azides as Starting Materials for the Synthesis of Nucleoside Analogues, 2.  -  Synthesis of Tetrazole NucleosidesThe β-D-ribofuranosyl azide derivative 1 as well as the corresponding α-anomeric compound 3 yield via Staudinger reaction the same P-N-ylide 2. Treatment with alkyl isocyanates RNCO [R = CH3, (CH3)2CH, C2H5OCOCH2, (S)-C2H5OCOCH(CH3)] affords the diastereomeric carbodiimide derivatives 5 which can be transformed by HN3 regioselectively into the 1-(β-ribofuranosyl)-5-(alkylamino)tetrazole derivatives 6. Partial or total removal of the protecting groups affords the products 7a, c, d, and 7d′-d′". The β-D-mannofuranosyl azide derivative 8 is converted via the P-N-ylide 9 into the carbodiimide 10 and the aminotetrazole derivative 11. The reaction of 2 with phenyl isocyanate yields the 5-[(β- and 5-[(α-D-ribofuranosyl)amino]-1-phenyltetrazoles 18 and 19 passing the carbodiimide intermediates 12 and 13. Additionally the 1-isocyanato sugar derivatives 14 and 15 arise which provide for the formation of the products 16, 17, and 20-22. The ethyl [(β-D-ribofuranosyl)-5-tetrazolyl]acetate 23 is formed by reaction of 2 with the azide of monoethyl malonate. The preparation of the ribosyltetrazole derivatives 26 and 27 can be achieved only by preceding synthesis of the syn/anti mixture 24a/24a originating from 2 and acetyl cyanide followed by treatment with HN3. The α-ribosyliminonitrile 25 is assumed to be an intermediate.
    Notes: Sowohl das β-D-Ribofuranosylazid 1 als auch das α-Anomere 3 liefern bei der Staudinger-Reaktion das gleiche P-N-Ylid 2. Mit Alkylisocyanaten RNCO [R - CH3, (CH3)2CH, C2H5OCOCH2 und (S)-C2H5OCOCH(CH3)] entstehen die Carbodiimidderivate als Diastereomerengemische 5, welche mit HN3 in die 1-(β-Ribofuranosyl)-5-(alkylamino)tetrazole 6 umgewandelt werden. Teilweise oder gänzliche Entfernung der Schutzgruppen führt zu den Produkten 7a, c, d und 7d′-d′". Vom β-D-Mannofuranosylazidderivat 8 aus gelangt man über das P-N-Ylid 9 zum Carbodiimidderivat 10 und schließlich zum Aminotetrazolderivat 11. Die Umsetzung von 2 mit Phenylisocyanat liefert die 5-[(β- und 5-[(α-D-Ribofuranosyl)amino]-1-phenyltetrazole 18 bzw. 19 über die Carbodiimidzwischenstufen 12 und 13. Ferner entstehen die 1-Isocyanatozuckerderivate 14 und 15, welche für die Entstehung der Folgeprodukte 16, 17 und 20-22 verantwortlich sind. Aus 2 und Malonsäure-monoethylester-azid entsteht das Nucleosidderivat 23. Die Darstellung der Ribosyltetrazole 26 und 27 aus 2 läßt sich nur mit Acetylcyanid über das syn/anti-Gemisch 24a/24a′ durch Umsetzung mit HN3 verwirklichen. Als Zwischenstufe wird das (α-Ribosylimino)nitril 25 postuliert.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219821009
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  • 6
    Electronic Resource
    Electronic Resource
    Solvolysis of cis- and trans-2-Phenylcyclohexyl-p-bromobenzene Sulphonate (1982)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 324 (1982), S. 725-734 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Solvolyse von cis- und trans-2-Phenylcyclohexyl-p-brombenzen-sulfonatenDie Solvolyse von cis- and trans-2-Phenyl-cyclohexyl-p-brombenzensulfonaten wurde in Essigsäure, wäßrigem Dioxan und wäßrigem Ethanol untersucht und mit der des Cyclohexylsulfonatesters verglichen. In Essigsäure liegt die Geschwindigkeit des cis-Isomeren gegenüber dem trans-Isomeren um den Faktor 5 höher, in wäßrigem Dioxan und wäßrigem Alkohol dagegen um den Faktor 10 bzw. 12.Produkte der Acetolyse sind hauptsächlich Eliminierungsprodukte (1- und 3-Phenylcyclohexen 75%) und cis- und trans-Acetate (25%). In wäßrigen Lösungsmitteln entstehen vorwiegend Eliminierungsprodukte (98%).Die Erhöhung der Geschwindigkeit des cis-Isomeren gegenüber der trans-Verbindung ist auf eine sterische Beschleunigung zurückzuführen.Ein solvatisiertes Ionenpaar wurde als Zwischenprodukt postuliert; für eine Phenylnachbargruppenwirkung ergab sich kein Hinweis.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19823240505
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  • 7
    Electronic Resource
    Electronic Resource
    Transmission of Conjugation Effects through the Cyclopropane Ring (1982)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 324 (1982), S. 491-497 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Transmission von Konjugationseffekten durch den Cyclopropanring
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19823240320
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  • 8
    Electronic Resource
    Electronic Resource
    Sila-Riechstoffe, 2. Sila-Linalool (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 734-738 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Sila-Perfumes, 21)  -  Sila-LinaloolMethyl(4-methyl-3-pentenyl)vinylsilanol (2), the sila derivative of the naturally occuring linalool (1), could be prepared from dichloro(methyl)vinylsilane following the outlined method. The intensity of odour of 2 is similar to that of 1 but its note is somewhat shifted from the fragrance of lilies of the valley to that of hyacinths. Furthermore, a forerunner of 2 (chlorosilane 4), a reaction product of 2 (disiloxane 6), and some compounds from parallel investigations, e. g. the chlorosilane 3 or the morpholino silane 5, are described.
    Notes: Methyl(4-methyl-3-pentenyl)vinylsilanol (2), das Siladerivat des natürlich vorkommenden Linalools (1), konnte ausgehend von Dichlor(methyl)vinylsilan auf dem skizzierten Reaktionsweg dargestellt werden. Seine Geruchsintensität ist der von 1 gleich, seine Geruchsnote vom Maiglöckchenduft des Linalools etwas zum Hyazinthenduft hin verschoben. Es werden eine Vorstufe von 2 (Chlorsilan 4), ein Reaktionsprodukt von 2 (Disiloxan 6) sowie in Paralleluntersuchungen auftretende Verbindungen wie das Chlorsilan 3 oder das Morpholinosilan 5 beschrieben.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820414
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  • 9
    Electronic Resource
    Electronic Resource
    Amidingruppenhaltige geminale DiphosphonsäurenHerrn Prof. Dr. L. Horner zum 70. Geburtstag gewidmet. (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 275-281 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Geminal Diphosphonic Acids Containing Amidino GroupsThe reaction of amides or nitriles with H3PO3/PCl3 leads in some cases to the formation of amidinoalkylidenediphosphonic acids. In the case of formamide under specific conditions, amidino-methylenediphosphonic acid (4) is formed, with succin- or glutaramides (or with the nitriles) the heterocyclic, geminal diphosphonic acids 10 are obtained. By the reaction of 2-pyrrolidinone 12 with PCl3/H2O in addition to the expected 2,2-pyrrolidinylidenediphosphonic acid (11a) an amidine is isolated, for which the structure 15 is suggested. The alkaline hydrolyses of these compounds and the corresponding reaction products are described.
    Notes: Die Reaktion von Säureamiden oder Nitrilen mit PCl3/H3PO3 führt in einigen Fällen zur Bildung von Amidinoalkylidendiphosphonsäuren. So bilden sich aus Formamid unter geeigneten Bedingungen Amidinomethylendiphosphonsäure (4) und aus Bernstein- oder Glutarsäurediamiden(-dinitrilen) die heterocyclischen, geminalen Diphosphonsäuren 10. Bei Umsetzung von 2-Pyrrolidinon (12) mit PCl3/H2O kann neben der erwarteten 2,2-Pyrrolidinylidendiphosphonsäure (11a) ein Amidin isoliert werden, für das die Konstitution 15 vorgeschlagen wird. Die alkalischen Hydrolysen der Verbindungen werden beschrieben und ihre Reaktionsprodukte isoliert.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820211
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  • 10
    Electronic Resource
    Electronic Resource
    Eine Synthese 1-substituierter 5-Cyanuracile (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 182-185 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis of 1-Substituted 5-CyanouracilsCondensation of (cyanoacetyl)urea (1) with aniline and trimethoxymethane affords (3-anilino-2-cyanoacryloyl)urea (2a), which thermally cyclizes to form strongly fluorescent 5-cyano-1-phenyluracil (3a). By using 2-aminopyridine or trimethoxyethane, other uracils (3b, c) are obtained. 3a-c are hydrolyzed to yield the carboxamides 4a-c. UV and fluorescence data are given for the compounds 3 and 4.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820118
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