Organotrifluoroborate salts have enjoyed substantial success over the past several years. This is, in part, due to their easy synthesis, high reactivity, and benchtop stability.  However, the analogous synthesis of organotetra- or pentafluorosilicates has not been developed. The first organofluorosilicates were prepared by treating phenyltriaminosilanes with water-free hydrogen fluoride in ether solution. Several research groups have reported on the synthetically useful electrophilic cleavage reactions of the carbon-silicon bond, however, organfluorosilicates have not received much attention. Here, we present an accessible synthesis of potassium organofluorosilicates. Because organopentafluorosilicates contain a doubly negatively charged, coordinatively saturated, hexacoordinate silicon atom, their reactivities are expected to be quite different from those of neutral, unsaturated, tetracoordinate ordinary organosilicon compounds. Future work will focus on continuing to optimize the synthesis and purification of organofluorosilicates and expand the substrate scope.<br/>

Accessible synthesis of organofluorosilicates

2019 Spring National Meeting

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