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Synlett 2001; 2001(4): 0547-0549
DOI: 10.1055/s-2001-12315
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Tetrabutylammonium Butyldifluorodimethylsilicate and Difluorodimethylphenylsilicate, New Nucleophilic Fluorinating Reagents

Jaroslav Kvíčala* , Petr Mysík, Oldřich Paleta
  • *Department of Organic Chemistry, Institute of Chemical Technology Prague, Technická 5, 166 28 Prague 6, Czech Republic; Fax + 420 2 2435 4288; E-mail: kvicalaj@vscht.cz
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Publication Date:
31 December 2001 (online)

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Tetrabutylammonium butyldifluorodimethylsilicate (TAMBS, 1 a) and tetrabutylammonium difluorodimethylphenylsilicate (TAMPS, 1 b) were conveniently prepared from the corresponding substituted fluorodimethylsilanes and tetrabutylammonium fluoride. Both fluorosilicates 1 a, 1 b are powerful nucleophilic fluorinating reagents which transform primary or secondary halides, tosylates, or mesylates to the corresponding fluorides in moderate to good yields.

nucleophilic fluorination - hypervalent silicon compounds - butyldifluorodimethylsilicate - difluorodimethylphenylsilicate