A variety of functional aryl-and heteroarylchlorosilanes were prepared by electrochemical reduction of halothiophenes, halofurans, halopyridines, and substituted aryl halides in the presence of a large excess of commercial organodi-or trichlorosilanes using an undivided cell, a sacrificial Mg or Al anode, a constant current density, and tetrabutylammonium bromide as the supporting electrolyte. New structures are described, and some examples of the use of these more elaborate chlorosilanes are given, particularly as interesting precursors for the preparation of polarized D-A and D-D organosilicon models.
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.
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