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  • 1
    Digitale Medien
    Digitale Medien
    Messung der Donorstärke substituierter 1-Naphthole (1994)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 393-400 
    Details
    ISSN: 0009-2940
    Schlagwort(e): Cyclovoltammetry ; Charge-transfer complexes ; HOMO energy ; Naphthols ; Chemistry ; Inorganic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: 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.
    Zusätzliches Material: 4 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/cber.19941270216
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  • 2
    Digitale Medien
    Digitale Medien
    cis/trans-Isomerisierung von 2,2′-Diethyl-5,5′-dimethoxy-4,4′-binaphthyliden-1,1′-dion über eine radikalische Zwischenstufe (1996)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 338 (1996), S. 69-73 
    Details
    ISSN: 0941-1216
    Schlagwort(e): Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: 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.
    Zusätzliches Material: 2 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/prac.19963380112
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  • 3
    Digitale Medien
    Digitale Medien
    Thermochromic Furofurans. IV. Approach to the synthesis of bridgehead substituted furo[3,2-b]furans and side products of McMurry reactions (1996)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 338 (1996), S. 140-145 
    Details
    ISSN: 0941-1216
    Schlagwort(e): Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: 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.
    Zusätzliches Material: 1 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/prac.19963380127
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