RHODIUM(I)-CATALYZED, IRIDIUM(I)-CATALYZED, AND RUTHENIUM(II)-CATALYZED ASYMMETRIC TRANSFER HYDROGENATION OF KETONES USING DIFERROCENYL DICHALCOGENIDES AS CHIRAL LIGANDS

Citation
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
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
ISSN journal
0022328X
Volume
531
Issue
1-2
Year of publication
1997
Pages
13 - 18
Database
ISI
SICI code
0022-328X(1997)531:1-2<13:RIAR>2.0.ZU;2-G
Abstract
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.