RHODIUM(I)-CATALYZED, IRIDIUM(I)-CATALYZED, AND RUTHENIUM(II)-CATALYZED ASYMMETRIC TRANSFER HYDROGENATION OF KETONES USING DIFERROCENYL DICHALCOGENIDES AS CHIRAL LIGANDS
Y. Nishibayashi et al., RHODIUM(I)-CATALYZED, IRIDIUM(I)-CATALYZED, AND RUTHENIUM(II)-CATALYZED ASYMMETRIC TRANSFER HYDROGENATION OF KETONES USING DIFERROCENYL DICHALCOGENIDES AS CHIRAL LIGANDS, Journal of organometallic chemistry, 531(1-2), 1997, pp. 13-18
R,S;R,S]-Bis[2-[1-(dimethylamino)ethyl]ferrocenyl] dichalcogenides, (R
,S)-{[EC5H3CHMe(NMe2)]Fe(C5H5)}(2) (E = S, Se, Te), act as chiral liga
nds for Rh(I)-catalyzed asymmetric transfer hydrogenation of alkyl ary
l ketones using a diphenylsilane/methanol system to give the correspon
ding alcohols in fair to good yields with moderate enantiomeric excess
(22-95% ee). The transfer of hydrogen from methanol to the resultant
alcohol is confirmed by experiment using deuterated methanol (MeOD), a
nd a new catalytic system containing Rh-hydride species is proposed. I
n the well-known 2-propanol/base system, the stereoselection is not sa
tisfactory for Rh(I)-, Lr(I)- and Ru(II)-catalyzed reactions using the
se ligands.