Journal
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
Volume 20, Issue 4, Pages 241-244Publisher
JOHN WILEY & SONS LTD
DOI: 10.1002/poc.1141
Keywords
diaryliodonium salt; phenyl cation; ligand coupling; nucleophilic aromatic substitution
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Solvolyses of monomethoxy-and dimethoxyphenyl(phenyl)iodonium (ArI(+)Ph) tetrafluoroborates were carried out in methanol and 2,2,2-trifluoroethanol (TFE) at 130 degrees 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 (c) 2007 John Wiley & Sons, Ltd.
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