Cross-coupling of vinylpolysiloxanes with aryl iodides

Commercially available vinylpolysiloxane (1) rapidly undergoes cross-coupling reactions with aryl and alkenyl iodides in the presence of tetrabutylammonium fluoride (two to three equivalents) and Pd(dba)2 (1–5 mol%) at room temperature to afford coupling products in high yield. This process employs an inexpensive and non-toxic siloxane reagent and shows good functional group compatibility and high stereospecificity.