Solvolysis of methoxy-substituted diaryliodonium tetrafluoroborates: attempted generation of a stabilized aryl cation

Authors

  • Morifumi Fujita,

    Corresponding author
    1. Graduate School of Material Science, Himeji Institute of Technology, University of Hyogo, Kohto, Kamigori, Hyogo 678-1297, Japan
    • Graduate School of Material Science, Himeji Institute of Technology, University of Hyogo, Kohto, Kamigori, Hyogo 678-1297, Japan.
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  • Eri Mishima,

    1. Graduate School of Material Science, Himeji Institute of Technology, University of Hyogo, Kohto, Kamigori, Hyogo 678-1297, Japan
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  • Tadashi Okuyama

    Corresponding author
    1. Graduate School of Material Science, Himeji Institute of Technology, University of Hyogo, Kohto, Kamigori, Hyogo 678-1297, Japan
    • Graduate School of Material Science, Himeji Institute of Technology, University of Hyogo, Kohto, Kamigori, Hyogo 678-1297, Japan.
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Abstract

Solvolyses of monomethoxy- and dimethoxyphenyl(phenyl)iodonium (ArI+Ph) tetrafluoroborates were carried out in methanol and 2,2,2-trifluoroethanol (TFE) at 130 °C. The solvolysis products include alkoxide substitution products (ArOR and PhOR) as well as iodoarenes (PhI and ArI). The ratios of ArOR/PhOR range from 8/2 to 4/6. The results are argued against formation of aryl cation. Copyright © 2007 John Wiley & Sons, Ltd.

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