Abstract
P-monodentate phosphite ( 1) and phosphoramidite ( 2) ligands have been synthesised from ( S)-BINOL. Complexation of the new ligands with [Rh(CO) 2Cl] 2 and [Pd(allyl)Cl] 2 has been found to give neutral and cationic complexes [Rh(CO)Cl(L)] 2 and [Pd(allyl)(L) 2] +BF 4 −, correspondingly. Applicability of these ligands in asymmetric C * C, C * N, C * S bond formation and alkene hydrogenation reactions has been demonstrated. The phosphoramidite 2 showed higher enantioselectivity than its phosphite analogue 1 and provided good enantioselectivity in the Pd-catalysed allylic substitution of 1,3-diphenylallyl acetate with dimethyl malonate (up to 90% ee), sodium para-toluene sulfinate (up to 75% ee), pyrrolidine (up to 65% ee) and sodium diformylamide (up to 68% ee), as well as in the Rh-catalysed hydrogenation of dimethyl itaconate (up to 76% ee).
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