title: Photochemical generation of 9H-fluorenyl radicals.
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 hydrogen-bonding solvents. The electronic nature of 9-substituted fluorenyl radicals was probed using theoretical calculations showing the dipolar character of species with electron-deficient groups. These constitute the first examples of "doubly destabilized" radicals.
authors: Department of Chemistry, York University, Toronto, ON, Canada.
authors: Tatiana
authors: T
authors: Dyblenko
authors: Andrei
authors: A
authors: Chtchemelinine
authors: Ryan
authors: R
authors: Reiter
authors: Ruhul Q
authors: RQ
authors: Chowdhury
authors: Alexander
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authors: Enaya
authors: Hanan
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authors: Afifi
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authors: Fournier
authors: Gabriela
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authors: Mladenova
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authors: Lever
authors: Edward
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