Use of highly electrophilic silyl cations, stabilized with weakly coordinating anions, as catalysts for C-F bond activation

INOR 240

Christos Douvris, Valerie J. Scott Jr., val@brandeis.edu, Bruce M. Foxman, and Oleg V. Ozerov, ozerov@brandeis.edu. Department of Chemistry, Brandeis University, MS 015, 415 South Street, Waltham, MA 02454
Due to the considerable strength of a C-F bond, fluorocarbons have found numerous applications in chemical technology. Despite the widespread uses of these compounds, the lack of straightforward, efficient and safe ways for their degradation poses a problem. Isolated or formed in situ, trialklylsilylium species, [(R3Si(solvent)+], (R = alkyl), stabilized by weakly coordinating anions (WCA), catalytically convert C-F to C-H bonds. The application of carborane anions as WCA, and the effect of the catalyst in halofluorocarbons (e.g. CF3I, CF3CH2I, CF3CF2CF2CF2CF2CF2CH2CH2I), as well other compounds bearing aliphatic C-F bonds will be presented. In addition, we will report on our investigations of hydrodechlorination of C(sp3)-Cl bond containing compounds.
 

Main Group Chemistry
7:00 PM-10:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Inorganic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007