Preparation,stability and reactivity of fluorinated vinyl organometallic compounds

In contrast to the low stability of the fluorinated vinylic lithium or magnesium reagents, the analogous vinylic cadmium, zinc, copper, and silver reagents have been found to exhibit excellent stability. These organometallic substrates are readily prepared from the corresponding vinylic iodides or $\text{via}$ methathesis reaction. Stereochemical integrity is preserved in all organometallic-forming reactions as well as in all

subsequent chemical transformations of these reagents. In some cases (M = Cd), the $\text{bis}$-reagent can be isolated as a stable solid.A variety of chain-extension and/or functionalization reactions of these stable organometallic compounds will be presented and discussed.