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  • 1
    Electronic Resource
    Electronic Resource
    4,5,12,13-Tetrabromo[2.2]paracyclophane - A New Bis(aryne) Equivalent (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 2531-2534 
    Details
    ISSN: 0009-2940
    Keywords: [2.2]Paracyclophanes ; 1,2-Dibromoarenes ; anti-[2.2]Paracyclophanes ; Aryne generation ; Diels-Alder reactions ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of 2 with nBuLi at -78°C generates aryne intermediates within the aromatic rings of [2.2]paracyclophane which are trapped in Diels-Alder reactions with dienes like furan, 1,9-diphenylisobenzofuran, or cyclopentadiene. Reductive deoxygenation with low-valent titanium reagents or TMSI converts the adducts of furan and isobenzofuran into anti-[2.2]paracyclophanes 4 and 5, respectively. The reaction of two aryne intermediates with [2.2](2,5)furanophane (7) yields 8 with three [2.2]paracyclophane units arranged in a stair-like fashion; yet, in this compound the highly shielded oxygen atoms cannot be removed anymore by reduction.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931261130
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  • 2
    Electronic Resource
    Electronic Resource
    Double-Layered 1,4-Distyrylbenzene Chromophores-Synthesis, UV and Fluorescene SpectraDedicated to Professor Eckehard V. Dehmlow on the occasion of his 60th birthday. (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 1643-1650 
    Details
    ISSN: 0009-2940
    Keywords: Alkene-bromoarene coupling, palladium-catalyzed, Heck-type ; [2.2]Paracyclophanes, tetrastyryl-substituted ; 1,4-Distyrylbenzene chromphors, double-layered ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of [2.2]paracyclophane (1) with liquid bromine affords a 1:1 mixture of only two isomeric products, the pseudo-para 2 and pseudo-ortho tetrabromide 3. The structure of the pseudo-para isomer 2 has been determined by X-ray structure analysis. Fourfold palladium-catalyzed coupling with styrenes and with methyl acrylate converts 2 and 3 into double-layered derivatives as e.g. 6a, 7a, and 7b, respectively. The molecular structure of 7a has been established by X-ray structure analysis. The UV and fluorescence spectra of a variety of substituted products are reported and compared with those of the parent chromophors 2,5-dimethyl-1,4-distyrylbenzene (16) and 2,5-diethyl-1,4-bis(phenylethynyl)benzene (17), respectively.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931260723
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Theoretische und spektroskpische Untersuchungen an Indigofarbstoffen, XVIII: Die Eigenschaften von 2,2,5,5-Tetramethylthieno[3,2-b]thiophen-3(2H),6(5H)-dion, eines Thioindigo-Grundchromophorsystems mit trans-s-trans-s-trans-Konfiguration der Carbonylgruppen (1978)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 111 (1978), S. 3233-3245 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Theoretical and Spectroscopical Investigations of Indigo Dyes, XVIII: Properties of 2,2,5,5-Tetramethlythieno[3,2-b]thiophene-3(2H), 6(5H)-dione, a Basic Chromophoric System of Thioindigo Dyes with trans-s-trans-s-trans-Configuration of the Carbonyl GroupsPPP-calculations were made for a variety of isomers of the basic chromophoric system 1 of thioindigo using the recently obtained structural parameters of the title compound 6. These data are discussed together with the chemical and spectroscopical properties of 6. Comparison with similar compounds, which contain the chromophoric unit of thioindigo, proves that 6 belongs to the group of indigo dyes.
    Notes: Mit Hilfe der an der Titelverbindung 6 neu gewonnenen Strukturparameter wurden PPP-Rechungen an verschiedenen Verknüpfungsisomeren des Thioindigo-Grundchromophorsystems 1 durchgeführt. Diese Daten werden an Hand der chemischen und spektroskopischen Eigenschaften von 6 überprüft und diskutiert. Ein Vergleich mit anderen Verbindungen, die das chromophore System des Thioindigos in unterschiedlicher konfigurativer und konformativer Anordnung enthalten, zeigt, daß 6 zur Klasse der Indigo-Farbstoffe zählt.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19781110927
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    Paper (German National Licenses)
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