Catalytic reductive hydrodefluorination of 1,1-difluoronaphthalen-2(1H)-one
O. T. DYAN1, M. A. KULAGINA2, P. A. ZAIKIN1
1Vorozhtsov Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russia
2Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russia
Keywords: heterogeneous catalysis, palladium catalysis, hydrogenation, fluorinated aromatic compounds, reaction mechanism
Abstract
An optimised method of 1,1-difluoronaphthalen-2(1H)-one hydrodefluorination leading to the formation of fluoronaphthol under mild conditions is proposed. The palladium-catalysed process is shown to involve carbonyl reduction followed by subsequent hydrogen fluoride (HF) elimination. The structure of the intermediate product and the effect of catalyst support material on hydrodefluorination selectivity have been determined.
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