The palladium-catalysed cross-coupling reaction of lithium polyfluorophenyltrimethoxyborates with 4-fluoroiodobenzene |
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Authors: | Hermann-Josef Frohn Nicolay Yu Adonin Vladimir F Starichenko |
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Institution: | a Institute of Chemistry, Inorganic Chemistry, University Duisburg-Essen, Lotharstr. 1, MC 363, D-47048 Duisburg, Germany b N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, SB RAS, Acad. Lavrentjev Avenue 9, 630090 Novosibirsk, Russia |
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Abstract: | LiC6F5B(OMe)3], LiC6HF4B(OMe)3] (all three isomers) and Li3,4,5-C6H2F3B(OMe)3] are the first examples of polyfluorophenyltrimethoxyborate salts which have been applied as reagents to Pd-catalysed cross-coupling reactions. A series of polyfluorinated biphenyls C6H5−nFn-C6H4F-4′ were obtained from LiC6H5−nFnB(OMe)3] and the model substrate 4-FC6H4I in the presence of Pd catalysts. The influence of the number and the position of fluorine atoms in the polyfluorophenyltrimethoxyborate salts on the reactivity in the coupling reaction was elucidated. |
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Keywords: | Polyfluoroarylborates Methoxyborates Cross-coupling Polyfluorobiphenyls Palladium catalysis Silver oxide |
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