71 research outputs found

    Phenyl Groups versus <i>tert</i>-Butyl Groups as Solubilizing Substituents for Some [5]Phenacenes and [7]Phenacenes

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    In recent years, we have used the photocyclizations of diarylethylenes to synthesize a number of [<i>n</i>]­phenacenes in the hope that they might be useful as the bridging groups for electron transfer processes in donor–bridge–acceptor molecules. Because [<i>n</i>]­phenacenes with <i>n</i> > 5 are very insoluble, their synthesis and characterization has required the attachment of solubilizing substituents such as <i>tert</i>-butyl. The studies of Pascal and co-workers of some large polynuclear aromatic compounds having multiple phenyl substituents prompted us to explore the use of phenyls as alternative solubilizing groups for [<i>n</i>]­phenacenes. Although phenyl groups turned out to provide significantly less solubilization than <i>tert</i>-butyl groups in these compounds, we found some interesting structural comparisons of the phenyl-substituted and <i>tert</i>-butyl-substituted [<i>n</i>]­phenacenes

    Phenyl Groups versus <i>tert</i>-Butyl Groups as Solubilizing Substituents for Some [5]Phenacenes and [7]Phenacenes

    No full text
    In recent years, we have used the photocyclizations of diarylethylenes to synthesize a number of [<i>n</i>]­phenacenes in the hope that they might be useful as the bridging groups for electron transfer processes in donor–bridge–acceptor molecules. Because [<i>n</i>]­phenacenes with <i>n</i> > 5 are very insoluble, their synthesis and characterization has required the attachment of solubilizing substituents such as <i>tert</i>-butyl. The studies of Pascal and co-workers of some large polynuclear aromatic compounds having multiple phenyl substituents prompted us to explore the use of phenyls as alternative solubilizing groups for [<i>n</i>]­phenacenes. Although phenyl groups turned out to provide significantly less solubilization than <i>tert</i>-butyl groups in these compounds, we found some interesting structural comparisons of the phenyl-substituted and <i>tert</i>-butyl-substituted [<i>n</i>]­phenacenes
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