Catalyst – solid sorbent – or support therefor: product or process – Catalyst or precursor therefor – Organic compound containing
Reexamination Certificate
2006-12-12
2006-12-12
Page, Thurman K. (Department: 1621)
Catalyst, solid sorbent, or support therefor: product or process
Catalyst or precursor therefor
Organic compound containing
C502S162000, C502S166000, C502S170000, C502S167000, C502S200000, C502S207000, C502S213000, C502S020000, C564S015000, C568S009000
Reexamination Certificate
active
07148176
ABSTRACT:
The present invention is directed to phosphine ligands and the use of such ligands in catalytic complexes with transition metals. The catalysts may be used in a variety of reactions and are especially useful for refining halogenoaromatics.
REFERENCES:
Yamano et al., Enantioselective Hydrogenation of b-Keto Esters Catalyzed by P-Chiral Bis(dialkylphosphino)ethanes-Ru(II), Tetrahedron Letters, 40, 1999, 2577-2580.
Hackett et al., Synthesis and Thermolysis of Dimethylbis(trialkylphosphine)platinum(II) Complexes in which the Phosphine Ligands Contain Adamantyl, Adamtylmethyl, and Methyl Groups, Oganometallics, 1987, 6, 403-410.
Imamotoet al., P-Chiral Bis(trialkylphosphine) Ligands and Their Use in Highly Enantioselective Hydrogenation Reaction, J. Am. Chem. Soc. 1998, 120, 1635-1636.
Stauffer et al., Palladium-Catalyzed Arylation of Ethyl Cyanoacetate. Fluorescence Resonance Energy Transfer as a Tool for Reaction Discovery , J. Am. Chem. Soc.; (Communication); 2001; 123(19); 4641-4642.
Stauffer et al., Screening of Homogeneous Catalysts by Fluorescence Resonance Energy Transfer. Identification of Catalysts for Room-Temperature Heck Reactions, J. Am. Chem. Soc.; (Communication); 2001; 123(11); 2677-2678.
Lavrova, et al., “D1(1-Adamantyl)Phosphines,”Russian J. Gen. Chem. 65(9) Part 2:1393-1394 (1994).
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Goerlich, et al., “D1-1-Adamantylphosphin, ein Sterisch Hoich Gehindertes Sekundares Phosphin Darstellung und Reaktionen,”Phosphorus, Sulfur and Silicon 81:141-148 (1993).
Goerlich, et al., “Di-1-Adamantylphosphine, A Highly Sterically Hindered Secondary Phosphine. Synthesis and Reactions,”Phosphorus, Sulfur and Silicon 81:141-148 (1993)(English translation of Reference C2 above).
Hackett, et al., “Synthesis and Thermolysis of Dimethylbis(triakylphosphine)platinum(II) Complexes in Which the Phosphine Ligands Contain Adamantyl, Adamatylmethyl, and Methyl Groups,”Chemical Abstracts 106:67470d, p. 630 (1987).
Hackett, et al., “Synthesis and Thermolysis of Dimethylbis(triakylphosphine)platinum(II) Complexes in Which the Phosphine Ligands Contain Adamantyl, Adamantylmethyl, and Methyl Groups,”Organometallics 6:403-410 (1987).
Hermann, et al., “Palladacycles as Structurally Defined Catalysts for the Heck Olefination of Chloro- and Bromoarenes,”Angew. Chem. Int. Ed. Engl. 34(17):1844-1848 (1995).
Imamoto, et al., “P-Chiral Bis(trialkylphosphine) Ligands and Their Use in Highly Enantioselective Hydrogenation Reactions,”J. Am. Chem. Soc. 120:1635-1636 (1998).
Littke, et al., “A Convenient and General Method for Pd-Catalyzed Suzuki Cross-Couplings of Aryl Chlorides and Arylboronic Acids,”Angew. Chem. Int. Ed. 37(24):3387-3388 (1998).
Ohashi, et al., “A New Synthetic Route to Unsymmetic P-Chriogenic Bisphosphine Ligands,”Tetrahedron Letters 42: 1099-1101 (2001).
Ohashi, et al., “Highly Enantioselective Hydrogenation of α-Dehydroamino Acids by Rhodium Complexes with New Unsymmetric P-Chirogenic Bisphosphine Ligands,”Organic Letters 3:373-375 (2001).
Patsanovsky, et al.,ZH. Obshch. Khim. 64(8):1331-1332 (1994) (in Russian).
Patsanovsky, et al., “Adamantyl Phosphines: Bulky Substituent Effect on the Polarity Properties of Sterically Hampered Phosphines,”ZH. Obshch. Khim. 64(8):1331-1332 (1994)(English translation of Reference C11 above).
Stambuli, et al., Screening of Homogeneous Catalysts by Fluorescence Resonance Energy Transfer. Identification of Catalysts for Room-Temperature Heck Reactions,J. Am. Chem. Soc. 123:2677-2678 (2001).
Stauffer, et al., “Palladium-Catalyzed Arylation of Ethyl Cyanoacetate. Fluorescence Resonance Energy Transfer as a Tool for Reaction Discovery,”J. Am. Chem. Soc. 123:4641-4642 (2001).
Wolfe, et al., “A Highly Active Catalyst for the Room-Temperature Amination and Suzuki Coupling of Aryl Chlorides,”Angew. Chem. Int. Ed. 38(16):2413-2416 (1999).
Yamano, et al., “Enantioselective Hydrogenation of β-Keto Esters Catalyzed by P-Chiral Bis(dialkylphosphino) ethanes-Ru(II),”Tetrahedron Letters 40:2577-2580 (1999).
Yurchenko, et al.,Zh. Obshch. Khim. 56(2):482-483 (1986)(in Russian).
Yurchenko, et al., “A Few Transformations of Adamantyl-1-Phosphine,”Zh. Obshch. Khim. 56(2):482-483 (1986)(English translation of Reference C17 above).
Zapf, et al., “A New Highly Efficient Catalyst System for the Coupling of Nonactivated and Deactivated Aryl Chlorides with Arylboronic Acids,”Angew. Chem. Int. Ed. 39:4153-4155 (2000).
Beller Matthias
Ehrentraut, legal representative Theresia Elisabeth
Ehrentraut, legal representative Wilhelm Hubert
Fuhrmann Christa
Zapf Alexander
Degussa - AG
Fitch Even Tabin & Flannery
Nwaonicha Chukwuma
Page Thurman K.
Sanzo Michael A.
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