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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 1901-1902 
    ISSN: 0947-3440
    Keywords: 1-Azaadamantanes ; Mannich bases ; Grob fragmentation ; Pig liver esterase ; Decarboxylation ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The first kinetic resolution of racemic 1-azaadamantane derivatives with PLE led to the enantiomers (-)-1 and (-)-2. An unexpected formation of 3 from 1 in aqueous solution was observed.
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 118 (1985), S. 4073-4085 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Substituted 1-AzaadamantanesSubstituted 1-azaadamantanes of type 14 are facilely prepared from the six-membered rings 2. Functionalized derivatives 2 of cyclohexane are easily synthesized from α,β-unsaturated ketones and dimethyl malonate or by similar procedures. With hexamethylenetetramine as partner the azatricyclic products 14 are formed in one step from 2. The Mannich-type mechanism of the key reaction is discussed, and the 1H NMR data are analyzed.
    Notes: Substituierte 1-Azaadamantane vom Typ 14 können auf einem einfachen Syntheseweg ausgehend vom Sechsringsystem 2 hergestellt werden. Funktionalisierte Cyclohexane vom Typ 2 sind wiederum ausgehend von α,β-ungesättigten Ketonen und Dimethylmalonat leicht zugänglich. Mit Hexamethylentetramin als Partner werden die Adamantanderivate 14 in einem Reaktionsschritt aus 2 aufgebaut. Der Mannich-artige Mechanismus der Schlüsselreaktion zum Tricyclus -wird diskutiert, und die 1H-NMR-Daten der erhaltenen 1-Azaadamantane werden analysiert.
    Additional Material: 2 Tab.
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  • 3
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Note on a Simple Method for the Separation of Chlorophyll Derivatives of the a- and b-SeriesAn efficient, fast, and inexpensive method for the separation of metal-free derivatives of chlorophyll a (1) and chlorophyll b (2) in gram quantities, exemplified by the phaeophorbide a (or b) methyl esters (3) or (4), is described. This method is based on the partition between aqueous formic acid and tetrachloromethane. 3 and 4 are valuable key intermediates for preparative and spectroscopic studies.
    Notes: Am Beispiel der Phäophorbid a/b-Methylester (3) bzw. (4) wird eine leistungsfähige, schnelle und preiswerte Trennmethode für metallfreie Derivate der Chlorophylle a (1) und b (2) im Gramm-Maßstab vorgestellt, die auf der Verteilung zwischen wäßriger Ameisensäure und Tetrachlorkohlenstoff beruht. 3 und 4 sind wertvolle Schlüsselbausteine für präparative und spektroskopische Arbeiten.
    Additional Material: 1 Ill.
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  • 4
    ISSN: 0170-2041
    Keywords: Photodynamic therapy (PDT) ; Porphyrins ; Hematoporphyrin derivative (HPD) ; Mannich bases ; Benzyl cations ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Natural Tetrapyrrol Derivatives for the Photodynamic Therapy, 2.  -  Model Reactions for Direct C-C Linkages of PorphyrinsUntil now, there is a lack of information about the structure of the active components in the diagnosis and photodynamic therapy of cancer with hematoporphyrin derivatives (HPD). We describe the formation of HPD in terms of benzyl cation chemistry. Selective formation of the C - C-linked model compounds 4, 5 by reaction of protoporphyrin dimethyl ester (2) with electron-rich aromatic compounds as well as of 9 - 12, 15-17, obtained by reaction of the porphyrin dimethyl esters 2, 6, 7, and 8, with carbon electrophiles (preformed Mannich salts), results from this concept.
    Additional Material: 3 Tab.
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1992 (1992), S. 233-237 
    ISSN: 0170-2041
    Keywords: Mannich bases ; Enamines ; Iminium salts ; γ-Amino alcohols ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Stereocontrolled Syntheses of Mannich Bases and γ-Amino AlcoholsThe reaction of enantiomerically pure SMP enamines 2 with iminium tetrachloroaluminates 3 yields optically active Mannich bases 4. Diastereoselective reduction of 4 gives γ-amino alcohols 5 with the desired configuration.
    Additional Material: 1 Tab.
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  • 6
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1988 (1988), S. 343-347 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Bacteriochlorophyll f. - Partial Synthesis and the Behaviour of Some DerivativesStarting with chlorophyll a/b mixture 5/6 from green plants, we describe the partial synthesis of the bacteriophaeophorbide f methyl ester 7. This is a derivative of bacteriochlorophyll f (4). We postulate the existence of 4 as a natural product, though it has not yet been isolated. Methods for the separation of the epimeric compounds 7 are described.
    Notes: Wir beschreiben die Partialsynthese des Bacteriophäophorbid-f-methylesters 7 ausgehend vom Chlorophyll-a/b-Gemisch 5/6 aus grünen Pflanzen. 7 ist ein Derivat des von uns postulierten, in der Natur jedoch noch nicht entdeckten Bacteriochlorophylls f (4). Verfahren zur Epimerentrennung von 7 werden beschrieben.
    Additional Material: 1 Tab.
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  • 7
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1978 (1978), S. 585-594 
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chromatographic Separation and Characterization of the Bacteriomethylphaeophorbides eThe solution of a difficult separation problem concerning various methylphaeophorbides 4 from bacteriochlorophyll e (mixture 1) of Chlorobium phaeovibrioides by using adsorbents of small particle size and improved chromatographic techniques is demonstrated. The components of 4, obtained for the first time in pure form, are unambiguously characterized and their mass- and 1H-NMR spectra are discussed.
    Notes: Die Lösung eines schwierigen Trennproblems durch den Einsatz von Adsorbentien geringer Korngröße und verbesserter chromatographischer Techniken wird am Beispiel der Methylphäophorbide e 4 des Bacteriochlorophylls e (Gemisch 1) aus Chlorobium phaeovibrioides beschrieben. Die erstmals in reiner Form erhaltenen Komponenten von 4 werden eindeutig charakterisiert und ihre Massen- und 1H-NMR-Spektren diskutiert.
    Additional Material: 5 Ill.
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  • 8
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
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  • 9
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Absolute Configuration of Chlorophylls, VII.  -  Bacteriochlorophyll e, a New Chlorophyll from Brown-Colored Species of ChlorobiaceaeHerrn Prof. Dr. N. Pfenning, der die hier untersuchten Organismen als erster isoliert hat, zum 50. Geburtstag gewidmet.The determination of structure and absolute configuration of a new bacteriochlorophyll 1 is described. 1 is mixture of three components (homologues), contains magnesium as central ion and 2(E),6(E)-farnesol as esterifying alcohol. Structure 3 with a 3-formyl group, initially proposed for the methylphaeophorbide of the new bacteriochlorophyll 1 on the basis of spectrometric investigations, has been proven chemically by transformation of 3 to 8, a derivative of bacteriochlorophyll c. A separation of the components of bacteriomethyl-phaeophorbide e (3) by means of adsorption chromatography can be achieved after reduction of the 3-formyl group of 3.
    Notes: Die Bestimmung der Konstitution und absoluten Konfiguration eines neuen Bacteriochlorophylls 1 wird beschrieben. 1 ist ein Gemisch aus drei Komponenten (Homologen), enthalt Magnesium als Zentralatom und 2(E),6(E)-Farnesol als Alkoholkomponente. Eine für das Methylphaophorbid 3 des neuen Bacteriochlorophylls 1 zunächst aufgrund spektrometrischer Untersuchungen abgeleitete Strukturformel mit einer 3-Formylgruppe konnte chemisch durch Umwandeln von 3 in 8, ein Derivat des Bacteriochlorophylls c, bewiesen werden. Nach Reduktion der 3-Formylgruppe von 3 lassen sich die drei Komponenten des Bacteriomethylphaophorbids e (3) adsorptionschromatographisch leicht trennen.
    Additional Material: 2 Ill.
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  • 10
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Absolute Configuration of Chlorophylls, VIII.  -  The Absolute Configuration of Bacteriochlorophylls c, d and e at C-2′Herrn Prof. H. H. Inhoffen zum 70. Geburtstag gewidmet.The imidazolide modification of Horeau analyses of bacteriomethylpheophorbides c, d and e (1, 2, 3) allows one to deduce the 2′(R)-configuration for these compounds. The same result is obtained on the interpretation of the 1H-NMR spectra of 6, 7 and 8.
    Notes: Nach der Imidazolidvariante durchgeführte Horeau-Analysen der Bacteriomethylphaophorbide c, d und e (1,2,3) gestatten es, die 2′(R)-Konfiguration für diese Verbindungen abzuleiten. Zum gleichen Ergebnis führt die Interpretation der 1H-NMR-Spektren von 6, 7 und 8.
    Additional Material: 2 Tab.
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