Electrochemical reductive silylation of trifluoromethylbenzene by the sacrificial anode technique selectively led, in a THF/ DMPU mixture instead of THF/HMPA and according to the charge passed, to the corresponding mono-, bis-or tris-trimethylsilyl derivatives, respectively PhCF 2 TMS, PhCF(TMS) 2 and PhC(TMS) 3 . This reaction, without any chemical equivalent, was extended to a molar scale synthesis, using a tubular flow cell.
Selective Electrosynthesis of (Trimethylsilyldifluoro)methylbenzene, a PhCF 2 -Precursor; Conditions for a Molar Scale Preparation without HMPA.-Electrolytic reduction of trifluoromethylbenzene (I) and trimethylsilyl chloride (II) by the sacrificial anode technique provides an efficient synthesis of (trimethylsilyldifluoro)methylbenzene (III). Prolonged electrolysis allows, according to the charge passed, the preparation of the corresponding bisand tris-silyl derivatives (IV) and (V). -(CLAVEL, P.; LEGER-LAMBERT, M.-P.; BIRAN, C.; SEREIN-SPIRAU, F.; BORDEAU, M.; ROQUES, N.; MARZOUK, H.; Synthesis (1999) 5, 829-834; Lab. Chim. Org. Organomet., CNRS, Univ. Bordeaux, F-33405 Talence, Fr.; EN)
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