Novel coupling reaction of pentaarylantimony with carbon electrophiles

Article abstract of DOI:10.1016/S0022-328X(96)06509-6

The cross-coupling reactions of pentaarylantimony with organic halides and allyl acetate were studied under various conditions of acetonitrile solvent, palladium catalysts and copper iodide. Acetonitrile solvent enabled a nucleophilic coupling reaction with allylic halides, although a radical reaction and an intramolecular ligand coupling have been regarded as general under other conditions. Palladium catalysts were effective for the coupling reaction with allyl acetate. Copper iodide promoted the reaction of organic halides, such as methyl iodide and ethyl bromoacetate. In the latter two cases, the formation of diaryls is a significant side reaction.