CHIRAL BISPHOSPHANES - 8 - ENANTIOSELECTIVE HYDROGENATION OF ALPHA-ACETAMIDOCINNAMIC ACID BY CATIONIC RHODIUM(I) COMPLEXES WITH OPTICALLY PURE (1S,2S)-CYCLOPENTANE-1,2-DIYL-BIS(PHOSPHONOUS ACID DIESTER) LIGANDS AND (1S,2S)-CYCLOPENTANE-1,2-DIYL-BIS(PHOSPHONOUS ACID DIAMIDE) LIGANDS

Authors
DAHLENBURG L ECKERT C
Citation
L. Dahlenburg et C. Eckert, CHIRAL BISPHOSPHANES - 8 - ENANTIOSELECTIVE HYDROGENATION OF ALPHA-ACETAMIDOCINNAMIC ACID BY CATIONIC RHODIUM(I) COMPLEXES WITH OPTICALLY PURE (1S,2S)-CYCLOPENTANE-1,2-DIYL-BIS(PHOSPHONOUS ACID DIESTER) LIGANDS AND (1S,2S)-CYCLOPENTANE-1,2-DIYL-BIS(PHOSPHONOUS ACID DIAMIDE) LIGANDS, Journal of organometallic chemistry, 564(1-2), 1998, pp. 227-232
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Journal of organometallic chemistry → ACNP
ISSN journal
0022328X
Volume
564
Issue
1-2
Year of publication
1998
Pages
227 - 232
Database
ISI
SICI code
0022-328X(1998)564:1-2<227:CB-8-E>2.0.ZU;2-4
Abstract
Treatment of [(1,5-COD)(2)Rh]O3SCF3 with optically active P-2 ligands of the type (1S,2S)-C5H8(PR2)(2) [PR2 = P(OMe)(2) (3), P(OPh)(2) (4), P[OCH(Me)Et-(S)](2) (5), P[2-OC10H6C10H6O-2'-(R)] (6), P(NC4H8O-cyclo) (2) (7)] gave cationic rhodium complexes bearing these new ligands, [( 1,5-COD)Rh{(PR2)(2)C5H8-(1S,2S)}]O3SCF3 (Rh-3-7). Use of these as cata lysts in the homogeneous enantioselective hydrogenation of alpha-aceta midocinnamic acid to N-acetylphenylalanine provided optical yields of 75-78% ee for the complexes [(1,5-COD)Rh{[P(OPh)(2)](2)C5H8-(1S,2S)}]O 3SCF3 (Rh-4) and OD)Rh{[P(OCH(Me)Et-(S)](2))(2)C5H8-(1S,2S)}]O3SCF3 (R h-5), respectively.