Cyanarylation of Fluorinated Benzonitriles with Terephthalonitrile Dianion
E. V. PANTELEEVA1,2, R. YU. PESHKOV1,2
1Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russia
2Novosibirsk State University, Novosibirsk, Russia
Keywords: dicyanodiphenyls, cyanarylation, fluorinated benzonitriles, nucleophilic substitution of fluorine
Pages: 617-624
Abstract
The dianion generated by the reduction of terephthalonitrile with sodium in liquid ammonia arylates di- and trifluorobenzonitrites replacing the ortho - and para -fluorine atoms, as well as the para -hydrogen atom, with the para -cyanophenyl fragment. The orientation of the interaction, the structure of the resulting fluorinated 4,4'- and 2,4'-dicyanodiphenyls, and reaction productivity are determined by the location and number of fluorine atoms in the starting benzonitrile.
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