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  • Organic Chemistry  (6)
  • Ionic ozonides  (2)
  • 1
    Digitale Medien
    Digitale Medien
    1, 4, 5, 6-Tetrahydro-ν-tetrazin-DerivateZum Teil vorläufig mitgeteilt [1] [2].Diese Arbeit enthält die wesentlichen Ergebnisse der Dissertation von R.D., Universität Giessen, 1977. (1978)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 61 (1978), S. 1622-1647 
    Details
    ISSN: 0018-019X
    Schlagwort(e): Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: 1, 4, 5, 6-Tetrahydro-ν-tetrazin-DerivateThe title compounds 2 and 13 are readily available from α-lithiated N-alkyl-nitrosoamines 1 (see Tables 1 and 2) which decompose at - 73° to yield the N-oxides 2. The ESR. spectra of two derivatives 1 are recorded (Fig. 1), and tentative mechanisms are proposed for the head to head dimerizations (la- 3- 4- 5- 2a and Scheme 1). Coupling of lithionitrosoamines with iodine (-6) and alternative decomposition routes of representatives of this class of organometallics with special substitution [equations (2)-(5)] are reported.The structures of the tetrazines are established by spectroscopic data [ESCA] (Fig. 2), IR., UV., 1H- (cf. Fig. 9) and 13C-NMR., PE. (Scheme 2), by an X-ray analysis of 2a (Fig. 4-8 and Table 3), and by the chemical reactions. The crystal structure of 2a is a twisted boat with non planar terminal nitrogen atoms which reflects the electron repulsion in the 4-atom-6-electron N—N=N≡N-system. Comparisons are made with 2-tetrazenes, the open chain analogues of 13, wherever possible. Raney-Ni reductions of 2 or 13 gives diamines 14 to which is assigned the d, l-configuration through the 1H-NMR. spectra of the aminals 7 and 15. Neither the oxides 2 nor the tetrazines 13 undergo cycloaddition reactions [equation (6) and Section 4].Compound 2a is dimerized to the bis (nitrosoamino)-2-tetrazene 18 by treatment with acid, ZnII, CuI or iodomethane. 2a is oxidized at nitrogen to the ethylene diamine derivative 6a (through 20, with H2O2), or at the CH2-groups of the ring to give oxo-N-oxide 21 (with MnO2 or the ring contracted oxo-tetrazoline-N-oxide 22 (with KMnO4).Pyrolysis or photolysis of the dimethyl tetrahydrotetrazine 13a furnishes the trimer 26 of N-methylimine, but no diazetidine 27. Silver and mercury complexes 29 are obtained from 13a, while Cr(CO)5. THF does not furnish a complex as with azocompounds, but rather replaces N2 in 13a by CO (→ 28). Oxidation with permanganate converts 13a into the oxalic acid derivative 30 with unchanged tetrazine structure.
    Zusätzliches Material: 10 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/hlca.19780610512
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  • 2
    Digitale Medien
    Digitale Medien
    Synthesis and Characterisation of Ionic Ozonides with Bisquaternary Ammonium CounterionsDedicated to Professor Max Herberhold on the occasion of his 60th birthday. (1996)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 129 (1996), S. 997-1001 
    Details
    ISSN: 0009-2940
    Schlagwort(e): Ionic ozonides ; Ammonium ion, bisquaternary ; C-H…O hydrogen bonds ; Chemistry ; Inorganic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The bisquaternary ammonium ozonides Me3N+(CH2)n +NMe3(O3-)2 with n = 3, 4, 6 (1, 2, 3), Me3N+(CH2)3+NMe3(O3-)2 · 3 NH3 (1a), Me3N+(p-Ph)+NMe3(O3-)2 (4) and Me3N+(p-Ph)+NMe3(O3-)2 · NH3 (4a) were obtained in quantitative yields by cation exchange starting from CsO3. The compounds 1a and 3 have been studied by single crystal X-ray analysis. The influence of C-H…O and N-H…O hydrogen bonds on the bond length and the bond angle of the ozonide anion is discussed; earlier results are included. The difference between the two bond lengths within the O3- ion [137.4(3) pm and 129.5(3) pm] in 1a is unexpectedly large. Thermal stabilities determined by DTA/TG methods range from 24-83°C.
    Zusätzliches Material: 2 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/cber.19961290904
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  • 3
    Digitale Medien
    Digitale Medien
    Synthese und Konformation von Hexahydro-isochino[1,2-b][3]benzazepinen (1997)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1997 (1997), S. 447-457 
    Details
    ISSN: 0947-3440
    Schlagwort(e): Isoquino[1,2-b][3]benzazepines ; Iso-C-homoberbines ; Conformation analysis ; Bischler-Napieralski reaction ; Methyl ∊-hydroxycarboxylates ; Heterocycles ; Alkaloids ; Drug research ; Medicinal chemistry ; Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Synthesis and Conformation of Hexahydro-isoquino[1.2.-b][3]benzazepinesThe synthesis of the six hexahydro-isoquino[1,2-b][3]benzazepines 13a-f is described; their conformation is investigated by NMR spectroscopic methods, X-ray analysis and dehydrogenation with mercury(II) acetate.
    Zusätzliches Material: 2 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jlac.199719970225
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  • 4
    Digitale Medien
    Digitale Medien
    Synthese und Konformation von Hexahydro-isochino[3,2-a][2]benzazepinen des B-Homoberbin-TypsHerrn Prof. Dr. Felix Zymalkowski aus Anlaß seines 40. Dozentenjubiläums gewidmet. (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 567-574 
    Details
    ISSN: 0947-3440
    Schlagwort(e): Isoquino[3,2-a][2]benzazepines ; B-Homoberbines ; Bischler-Napieralski reaction ; Calculations, MMX force-field ; Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Synthesis and Conformation of Hexahydro-isoquino[3,2-a][2]benzazepines of the B-Homoberbine TypeThe two-step synthesis of the hexahydro-isoquino[3,2-a][2]-benzazepines („B-homoberbines“) 4b-e is described. The main and some further products of the Bischler-Napieralski reaction of hydroxyamide 3c were isolated and identified. The conformation of the B-homoberbines was investigated by X-ray analysis, spectroscopic methods and dehydrogenation with mercury(II) acetate.
    Zusätzliches Material: 5 Tab.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jlac.199519950377
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  • 5
    Digitale Medien
    Digitale Medien
    Cyclopentenone Derivatives, X. An Easy Approach to Bicyclo[6.3.0]undecane Derivatives (1986)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1986 (1986), S. 456-464 
    Details
    ISSN: 0170-2041
    Schlagwort(e): Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Beschreibung / Inhaltsverzeichnis: Cyclopentenon-Derivate, X.  -  Ein einfacher Zugang zu Bicyclo[6.3.0]undecan-DerivatenEs wird ein einfacher Weg zu funktionalisierten Bicyclo[6.3.0]undecan-Derivaten beschrieben, die als Zwischenprodukte bei Terpensynthesen genutzt werden können. Die trans-Konfiguration des Acetals 12 wird durch eine Röntgenstrukturanalyse bewiesen.
    Notizen: A straightforward route to functionalized bicyclo[6.3.0]undecane derivatives, which can be used in terpene synthesis, is described. The trans configuration of the acetal 12 is established by an X-ray structural analysis.
    Zusätzliches Material: 1 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jlac.198619860305
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  • 6
    Digitale Medien
    Digitale Medien
    Zur Kenntnis der ionischen Ozonide P(CH3)4O3 und As(CH3)4O3 (1995)
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 621 (1995), S. 431-434 
    Details
    ISSN: 0044-2313
    Schlagwort(e): Ionic ozonides ; preparation ; P(CH3)4O3 ; As(CH3)4O3 ; Chemistry ; Inorganic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Beschreibung / Inhaltsverzeichnis: On the Knowledge of the New Ionic Ozonides P(CH3)4O3 and As(CH3)4O3P(CH3)4O3 and As(CH3)4O3 were prepared via ion exchange in liquid ammonia and characterized by X-ray-powder, IR, MS and DTA techniques. P(CH3)4O3 and As(CH3)4O3 are isotypic and have a wurtzite-like arrangement of ions with rotationally disordered O3-. (Powder data: P63mc; P(CH3)4O3: a = 687.8(2), c = 964.6(3) pm; As(CH3)4O3: a = 708.6(1), c = 991.0(3) pm). As(CH3)4O3 shows a displacive phase transition at -135°C. The low temperature phase is orthorhombic (a = 715.8(7), b = 1 209(1), c = 943.3(1) pm).
    Notizen: P(CH3)4O3 und As(CH3)4O3 wurden mittels Ionenaustausch in fl. NH3 erstmals dargestellt und mit Röntgenpulvermethoden, IR-Spektroskopie, MS und DTA charakterisiert. P(CH3)4O3 und As(CH3)4O3 sind isotyp und bilden eine Ionenpackung im Wurtzit-Typ mit fehlgeordnetem O3-. (Röntgenpulverdaten: P63mc; P(CH3)4O3: a = 687,8(2), c = 964,6(3) pm; As(CH3)4O3: a = 708,6(1), c = 991,0(3) pm). As(CH3)4O3 zeigt bei - 135°C eine displazive Phasenumwandlung. Die Tieftemperaturphase hat orthorhombische Metrik (a = 715,8(7), b = 1 209(1), c = 943,3(1) pm).
    Zusätzliches Material: 2 Tab.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/zaac.19956210316
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  • 7
    Digitale Medien
    Digitale Medien
    Synthesis of Dopamines Labelled with 13C in the α- or β-Side Chain Position and Their Application to Structural Studies on Melanins by Solid-State NMR SpectroscopyDedicated to Professor Peter Karlson on the occasion of his 75th birthday. (1994)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1994 (1994), S. 563-567 
    Details
    ISSN: 0170-2041
    Schlagwort(e): CP-MAS NMR Spectroscopy ; Melanin ; Oxidative phenolic coupling ; Quinone methides ; Labelled compounds, 13C ; Dopamines ; Enzymes ; Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Solid-state NMR spectroscopy was applied to the analysis of melanins prepared by peroxidase-H2O2 oxidation of dopamines specifically 13C labelled in the α- or β-side chain positions. A surprisingly diverse pattern of signals indicated the presence of uncyclized dopamine and noradrenaline-derived units, in addition to indole and carbonyl carbon atoms. These structural features, coupled with the results obtained from elemental analysis of dopamine melanin samples prepared under different conditions, point to a pigment formation process more complex than previously believed.
    Zusätzliches Material: 1 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jlac.199419940606
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  • 8
    Digitale Medien
    Digitale Medien
    Aufbau und Konformation der Hexahydro-isochino[2,1-b][2]benzazepine (1994)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1994 (1994), S. 1135-1142 
    Details
    ISSN: 0170-2041
    Schlagwort(e): Isoquino[2,1-b][2]benzazepines ; C-Homoberbines ; Bischler-Napieralski reaction ; Conformation studies of the homoberbines ; Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Synthesis and Conformation of the Hexahydro-isoquino[2,1-b][2]benzazepinesThe synthesis of Hexahydro-isoquino[2,1-b][2]benzazepines 6a-c in a three-step reaction is reported; their conformation is investigated by spectroscopic methods, X-ray analysis and dehydrogenation with mercury(II) acetate.
    Zusätzliches Material: 2 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jlac.199419941114
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