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  • 1
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 338 (1996), S. 69-73 
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: cis/trans-Isomerization of 2,2′-Diethyl-5,5′-dimethoxy-4,4′-binaphthylidene-1,1′-dione from a Radical IntermediateThe 1H-NMR spectrum of 2,2′-diethyl-5,5′-dimethoxy-4,4′-binaphthylidene-1,1′-dione (1) shows flat-topped peaks at room temperature. At higher temperatures sharp peaks are observed while at deep temperatures the spectrum consists of two separated sets of lines. We propose a cis/trans-isomerization with coalescence at room temperature. The rate constants of this isomerization were obtained by dynamic line shape analysis, and an energy barrier of about 74 kJ mol-1 was calculated. The intermediate biradical was proved by ESR spectroscopy.
    Additional Material: 2 Ill.
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  • 2
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Substituted dihydroxystilbenes 2 are suitable starting materials for the synthesis of photochromic systems derived from 3/4. Attempts to couple the naphthones 8a-8e by the McMurry reaction with TiCl3/LiAlH4 yielded mainly reduction products such as 8f, g or 9. However, the furofuran 3b was isolated when using the zinc-copper couple for reduction. The helicene 11 was formed as an unexpected by-product in the McMurry reaction of the pivaloylnaphthalene 8d.
    Additional Material: 1 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 393-400 
    ISSN: 0009-2940
    Keywords: Cyclovoltammetry ; Charge-transfer complexes ; HOMO energy ; Naphthols ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Measurement of the Donor Strength of Substituted 1-NaphtholsThe oxidation potential of various substituted naphthols is available by cyclovoltammetry. The donor strength of substituents on the oxidation potential may be explained on the base of substituent increments. When correlating the oxidation potential with the transition energy of charge transfer complexes with TCNE, 1-naphthols with 8-alkoxy substituents and naphthols without oxygen in position 8 are giving different correlation curves. The experimental values correlate well with semiempirically calculated HOMO energies. Our measurements allow to predict the oxidation potentials of hitherto unknown substituted 1-naphthols with high probality. Thus, it may be possible to synthesize 1-naphthols with a defined oxidation potential.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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