Abstract A series of 9-substituted fluorenols and 9, 9′-disubstituted-9, 9′-bifluorenyls were irradiated to give products derived from fluorenyl radicals. Product distribution was solvent dependent. A TEMPO adduct was isolated from the photoexcitation of 9-fluorenol. An unusual unsymmetrical 3, 9′-bifluorenyl was observed from the photolysis of 9- trifluoromethylfluorenol and 9, 9′-di (trifluoromethyl)-9, 9′-bifluorenyl in more polar or ...