Application of P-stereogenic aminophosphine phosphinite ligands in asymmetric hydroformylation
New chiral aminophosphine phosphinite ligands with a stereogenic center at the aminophosphine phosphorus atom were prepared based on (R,S)-ephedrine as the chiral auxiliary and backbone. Substituents at the chiral aminophosphine as well as at the phosphinite phosphorus atom were varied. These new ligands were applied to the rhodium-catalyzed asymmetric hydroformylation of vinyl arenes. The enantiomeric excess reached up to 77%. 1H and 31P NMR studies of the Rh complexes under syngas pressure reveal that [HRh(CO)2(PP)] complexes with the NP* moiety in an axial position are responsible for enantioselectivity.
Ewalds
R
Ciba, Division Additives AD 4.21, WS 2093.3.15, Pratteln 1, Switzerland.
Eggeling
EB
Hewat
AC
Kamer
PC
van Leeuwen PW
Vogt
D