P-chiral phospholanes and phosphocyclic compounds and their...

Catalyst – solid sorbent – or support therefor: product or process – Catalyst or precursor therefor – Phosphorus or compound containing same

Reexamination Certificate

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C549S206000, C549S216000, C556S016000, C556S017000

Reexamination Certificate

active

07153809

ABSTRACT:
Chiral ligands and metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The metal complexes according to the present invention are useful as catalysts in asymmetric reactions, such as, hydrogenation, hydride transfer, allylic alkylation, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, olefin metathesis, hydrocarboxylation, isomerization, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition; epoxidation, kinetic resolution and [m+n] cycloaddition. Processes for the preparation of the ligands are also described.

REFERENCES:
He et al., Optical Resolution, Configurational Stability, and Coordination Chemistry of the P-Chiral Heterocyclic Diphosphine 1, 1'-Diphenyl-3,3',4,4'-tetramethyl-2'2-diphosphole-3'3'-diene, Organometallics, (1999), 18 (20), 4027-4031.
Mercier et al., Thermal dimerization of 1-phenyl-3,4-dimethylphosphole. An access to 2,2-biphospholenes and complexes thereof, Inorg. Chem.; 1985; 24(24); 4141-4149.
Bienewald et al., A New Ligand Containing a Unique Combination of Backbone- and P-Centered Chirality: Synthesis, Resolution and Asymmetric Catalysis Using a Chiral Enantiopure 2,2'-Biphospholene, Tetrahedron: Asymmetry, 10, 1999, 4701-4707.
Zublocka et al., Reverse Hydrozirconation: A Regio- and Diasterospecific Path to New Diphosphines, Angewandte Chem. Int. Ed. Engl. 32, 12, 1993, 1735-1737.
Quin et al., Carbon—Carbon Bond Cleavage During Silane Reductions of the Dimer of 2-Phenylisophosphindole Oxide, J. Org. Chem. 1986, 51, 3235-3237.
Zablocka et al., Zirconaindane Phospholanes: Key Reagents for the Synthesis of Mono- or Tricyclic Phosphines and Related Species, Chemical Communications (Cambridge), 1997, 13, 1239-1240.
Marinetti et al., Mono- and Binuclear Rhodium Complexes of a Chiral 1,1-Diphosphine. Synthesis and Crystal Structures, Organometallics, 1995, 14, 4983-4985.
Marinetti et al., Diastereoselective synthesis of -silylphosphetanes. An approach to monodentate, P-O chelating and trans-chelating chiral ligands, Journal of Organometallic Chemistry, 522, 1996, 223-230.

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