Catalyst – solid sorbent – or support therefor: product or process – Catalyst or precursor therefor – Organic compound containing
Patent
1997-04-10
1999-08-10
Bell, Mark L.
Catalyst, solid sorbent, or support therefor: product or process
Catalyst or precursor therefor
Organic compound containing
502155, 502162, 502166, 502172, B01J 3100
Patent
active
059358920
ABSTRACT:
Supported phase catalysts in which the support phase is highly polar, most preferably ethylene glycol or glycerol, are disclosed. An organometallic compound, preferably a metal complex of chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) is dissolved in the support phase. Such supported phase catalysts are useful for asymmetric synthesis of optically active compounds, including the asymmetric hydrogenation of prochiral unsaturated carbon-hetero atom bonds, such as ketones, imines and beta-keto esters. The phenyl groups of the BINAP ligand are at least meno-sulfonated and the ligand overall is terra- to hexa-sulfonated. Ruthemium is the perferred metal.
REFERENCES:
patent: 4399312 (1983-08-01), Russell et al.
patent: 4605750 (1986-08-01), Kumobayashi et al.
patent: 4654176 (1987-03-01), Dang et al.
patent: 4691037 (1987-09-01), Yoshikawa et al.
patent: 4766227 (1988-08-01), Sayo et al.
patent: 4947003 (1990-08-01), Davis et al.
patent: 4954644 (1990-09-01), Sayo et al.
patent: 4994427 (1991-02-01), Davis et al.
patent: 4994590 (1991-02-01), Takaya et al.
patent: 5012002 (1991-04-01), Kumobayashi et al.
patent: 5159093 (1992-10-01), Taketomi et al.
patent: 5177231 (1993-01-01), Manimaran et al.
patent: 5187135 (1993-02-01), Kolich et al.
patent: 5187136 (1993-02-01), Klobucar et al.
patent: 5187281 (1993-02-01), Kolich et al.
patent: 5190905 (1993-03-01), Kolich et al.
patent: 5202472 (1993-04-01), Manimaran et al.
patent: 5202473 (1993-04-01), Chan et al.
patent: 5202474 (1993-04-01), Chan
patent: 5210243 (1993-05-01), Kolich
patent: 5223648 (1993-06-01), Hermann et al.
patent: 5274146 (1993-12-01), Ishizaki et al.
patent: 5274183 (1993-12-01), Herrmann et al.
patent: 5324861 (1994-06-01), Ishizaki et al.
patent: 5347045 (1994-09-01), Herrmann et al.
patent: 5510503 (1996-04-01), Laue et al.
patent: 5563295 (1996-10-01), Takaya et al.
patent: 5565398 (1996-10-01), Herrmann et al.
patent: 5631345 (1997-05-01), Takaya et al.
patent: 5631393 (1997-05-01), Kohlpaintner et al.
patent: 5736480 (1998-04-01), Davis et al.
patent: 5801261 (1998-09-01), Laue et al.
patent: 5827794 (1998-10-01), Davis et al.
R. Noyori, et al., "BINAP: An Efficient Chiral Element for Asymmetric Catalysis," Acc. Chem. Res. 1990, 23, 345-350.
R. Noyori, "Centenary Lecture: Chemical Multiplication of Chirality: Science and Applications," Chem. Soc. Rev. 1989, 18, 187-208.
A. Miyashita, et al., "Synthesis of 2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (BINAP), an Atropisomeric Chiral Bis(triaryl)phosphine, and Its Use in the Rhodium(I)-Catalyzed Asymmetric Hydrogenation of .alpha.-(Acylamino)acrylic Acids," J. Am. Chem. Soc. 1980, 102, 7932-7934.
A. Miyashita et al., "2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (BINAP): A New Atropisomeric Bis(triaryl)phosphine, Synthesis and Its Use in the Rh(I)-Catalyzed Asymmetric Hydrogenation of .alpha.-(Acylamino)acrylic Acids," Tetrahedron vol. 40, No. 8, pp. 1245-1253 (1984).
T. Ohta, et al., "BINAP-Ruthenium(II) Dicarboxylate Complexes: New, Highly Efficient Catalysts for Asymmetric Hydrogenations," Inorg. Chem. 1988, 27, 566-569.
R. Noyori, et al., "Enantioselective Catalysis with Metal Complexes. An Overview," R. Scheffold (Ed.) Modern Synthetic Methods 1989, vol. 5, pp. 115-198.
Kam-to Wan & Mark E. Davis, "Ruthenium (II)-Sulfonated BINAP: A Novel Water-Soluble Asymmetric Hydrogenation Catalyst", Tetrahedron: Asymmetry vol. 4, No. 12, 1993, pp. 2461-2467.
Kam-to Wan & Mark E. Davis, "Asymmetric Hydrogenation in Water by a Rhodium Complex of Sulfonated 2,2-Bis(diphenylphosphine)-1,1'-binaphthyl (binap)", J. Chem. Soc. Chem. Commun., 1993, pp. 1262-1264.
Davis Mark E.
Wan Kam To
Bell Mark L.
California Institute of Technology
Pasterczyk J.
LandOfFree
Supported phase catalyst does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Supported phase catalyst, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Supported phase catalyst will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1119911