Palladium-catalyzed coupling of tetraphenylbismuth(V) derivatives with methyl acrylate |
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| Authors: | A. V. Gushchin Yu. B. Malysheva D. Yu. Kosov V. V. Sharutin |
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| Affiliation: | (1) Lobachevsky Nizhni Novgorod State University, pr. Gagarina 23, Nizhni Novgorod, 603950, Russia;(2) Blagoveshchensk State Pedagogical University, Blagoveshchensk, Russia |
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| Abstract: | Tetraphenylbismuth(V) derivatives of the general formula Ph4BiX [X = OSO2C6H4Me-4, OC6H2(NO2)3-2,4,6, OC6H2(NO2-4)(Br2-2,6), OSO2C6H3(OH)(COOH)] react with methyl acrylate in the presence of palladium dichloride (1:3:0.04 molar ratio) in acetonitrile at 20°C to form the cross-coupling products, methyl cinnamate (0.17–0.54 mol mol?1 starting bismuth compound) and methylhydrocinnamate (0.10–0.73 mol mol?1), diphenyl (0.06–0.80 mol mol?1), and benzene (0.02–0.36 mol mol?1). The highest C-phenylating activity is shown by Ph4BiOSO2C6H4Me-4. The mechanisms with the palladium-catalyzed cross-coupling reactions are suggested. |
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