Air-stable neutral and cationic palladium complexes bearing chiral phosphine-Nheterocyclic carbene ligands with planar chirality only have been prepared in moderate to good yields and characterized by NMR and X-ray diffraction studies. They are shown to catalyze the asymmetric coupling of aryl bromides with arylboronic acids in good yields and moderate enantioselectivities (up to 42% ee) with low catalyst loadings (0.1-0.5 mol%).N-Heterocyclic carbenes (NHCs) have received a great deal of attention recently and are now considered as ligands of choice for various catalytic reactions, 1 among which the Suzuki-Miyaura reaction using aryl bromides and less reactive aryl chlorides. 2 They have several advantages over phosphines, such as air and thermal stability of the resulting complexes. We have focused our attention