Usually, radical cations are much more difficult to prepare and, hence, are less frequently reported than radical anions.12 The present reactions are a simple preparation, which is quite different from the method of chemical oxidation6®-6 and anode electrolysis68 usually used to obtain the radical cation. Using the Friedel-Crafts reaction, we are able to observe several new aromatic radicals, which will be described in detail subsequently.
Experimental SectionAll reagents were Aldrich products with the highest possible purities (usually with "Golden" labels) without further purification.ESR spectra were recorded from a Varían E-109 X band sepctrometer at room temperature. A phenyl compound triphenylsilane (0.05 g) or benzene (10 drops), a polychloromethane (10 drops), and aluminum chloride (0.05 g) were mixed in a standard 4-mm o.d. quartz ESR tube. Immediately, a bright yellow color appeared in the originally colorless liquid phase, accompanied by the evolution of hydrogen chloride gas. ESR signals appeared when a dark color developed.
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