The radical-anion of thioxanthen SS-dioxide is non-planar. The spectra of the 9-methy and 9-phenyl derivatives show that in these radical-anions the substituent, contrary to the situation in the neutr parent, is in the boat-equatorial position. These radicals are unstable and the solutions, at low temperature in contact with potassium give fluorene or biphenyl radical-anions or their derivatives.
P. Lambelet and E. A. C. Lucken, J. Chem. Soc., Perkin Trans. 2, 1976, 164 DOI: 10.1039/P29760000164
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