Abstract
Abstract Dimethyl or diethylamine reacts very smoothly in ethanol solution with catechols to the corresponding aminoquinones. The paramagnetic intermediates, the semiquinones, are investigated by ESR and ENDOR spectroscopy using the spin stabilisation technique with diarylthallium cations. The spectra of these radicals show clearly the thallium and nitrogen coupling and the hydrogen hyperfine structure. For some examples the signs of the proton coupling constants are determined by TRIPLE resonance experiments. The results indicate a negative spin density in one position of the unsymmetrically substituted radical 3. With the results obtained for the monocyclic aminosemiquinones the hyperfine structure of the adrenochrome semiquinone is analysed.
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