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Synthesis 1999; 1999(5): 829-834
DOI: 10.1055/s-1999-3485
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Selective Electrosynthesis of (Trimethylsilyldifluoro)methylbenzene, a PhCF2 - Precursor; Conditions for a Molar Scale Preparation without HMPA

P. Clavel* , M.-P. Léger-Lambert, C. Biran, F. Serein-Spirau, M. Bordeau, N. Roques, H. Marzouk
  • *Laboratoire de Chimie Organique et Organométallique, Université Bordeaux I, 351, cours de la libération, 33405 Talence cedex, France; E-mail: pclavel@lcoo.u-bordeaux.fr
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Publication Date:
31 December 1999 (online)

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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 PhCF2 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.

(trimethylsilyldifluoro)methylbenzene - bis(trimethylsilylfluoro)methylbenzene - molar scale electrosynthesis - sacrificial anode - tubular flow cell - (phenyldifluoro)methyl anion precursor