In addition, metal-halogen exchange of vinyl halide can give vinylic organometallic compound that could be cross-coupled with silyl chloride. These reactions can take place with retention of configuration (Scheme 10).

Scheme 10

The reactions of vinyl silanes with electrophiles afford an effective route for the synthesis of alkenes with high stereoselectivity. The stereochemistry is important because the exchange usually occurs with retention of geometry (Scheme 11).

Scheme 11

10.3.3.2 Aryl Silanes

The same sort of mechanism involves for reactions of aryl silanes with electrophiles. In these reactions the silyl group is replaced by the electrophiles at the same atom on the ring. This is called as ipso substitution (Scheme 12).

Scheme 12

An example for ipso substitution follows: