Exactly Three Carbons Bonded Directly To The Phosphorus (e.g., Triphenylphosphines, Etc.) Patents (Class 556/21)
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Publication number: 20100234626Abstract: It is an object of the present invention to provide a novel phosphine compound capable of forming a metal complex useful as a catalyst for various asymmetric synthesis reactions, a production method thereof, and a metal complex comprising the aforementioned compound as a ligand. A 2,2?-bis(dialkylphosphino)biphenyl compound represented by the formula (A-1). A compound represented by the formula (1) is appropriate as a catalyst for an asymmetric synthesis reaction. The biphenyl compound represented by the formula (A-1) can be obtained by subjecting a compound represented by the formula (A-2) to a coupling reaction to obtain an intermediate represented by the formula (A-3), and then subjecting the intermediate to a deboranation reaction. In the formula (A-1), R1 and R2 each independently represent a C1-C10 alkyl group, R3 represents a monovalent substituent, and n represents an integer of 0 to 4.Type: ApplicationFiled: March 8, 2010Publication date: September 16, 2010Applicant: NIPPON CHEMICAL INDUSTRIAL CO., LTD.Inventors: Ken Tamura, Masashi Sugiya, Tsuneo Imamoto
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Publication number: 20100222531Abstract: Transition metal complexes of selected monoanionic phosphine ligands, which also contain a selected Group 15 or 16 (IUPAC) element and which are coordinated to a Group 3 to 11 (IUPAC) transition metal or a lanthanide metal, are polymerization catalysts for the (co)polymerization of olefins such as ethylene and ?-olefins, and the copolymerization of such olefins with polar group-containing olefins. These and other nickel complexes of neutral and monoanionic bidentate ligands copolymerize ethylene and polar comonomers, especially acrylates, at relatively high ethylene pressures and surprisingly high temperatures, and give good incorporation of the polar comonomers and good polymer productivity. These copolymers are often unique structures, which are described.Type: ApplicationFiled: May 13, 2010Publication date: September 2, 2010Applicant: E. I. DU PONT DE NEMOURS AND COMPANYInventors: Lin Wang, Elisabeth M. Hauptman, Lynda Kaye Johnson, Elizabeth Forrester McCord, Stephan J. McLain, Ying Wang
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Publication number: 20100217023Abstract: Monomeric metal complexes having improved luminescence properties are provided. In one embodiment, a monomeric metal complex is represented by the formula [PN]M(L)2. PN is an amidophosphine ligand, and M may be any metal capable of exhibiting luminescent properties, for example, a d10 metal. L may be a tertiary phosphine. Alternatively, a second PN ligand or DPPE may take the place of both L ligands.Type: ApplicationFiled: February 22, 2010Publication date: August 26, 2010Inventors: Jonas C. Peters, Alexander J. Miller, Jillian Dempsey
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Patent number: 7750172Abstract: Ruthenium and osmium carbene compounds that are stable in the presence of a variety of functional groups and can be used to catalyze olefin metathesis reactions on unstrained cyclic and acyclic olefins are disclosed. Also disclosed are methods of making the carbene compounds. The carbene compounds are of the formula where M is Os or Ru; R1 is hydrogen; R is selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, and substituted or unsubstituted aryl; X and X1 are independently selected from any anionic ligand; and L and L1 are independently selected from any neutral electron donor. The ruthenium and osmium carbene compounds of the present invention may be synthesized using diazo compounds, by neutral electron donor ligand exchange, by cross metathesis, using acetylene, using cumulated olefins, and in a one-pot method using diazo compounds and neutral electron donors.Type: GrantFiled: October 30, 2007Date of Patent: July 6, 2010Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Peter Schwab, Sonbinh T. Nguyen
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Publication number: 20100145087Abstract: New hexa-coordinate iron (II) complexes comprising compounds of formula (I) are described. These compounds comprise a tetradentate ligand with donor atoms comprising nitrogen and phosphorus. These complexes are shown for the first time to be useful catalysts for the hydrogenation of ketones, aldehydes, or imines to produce alcohols or amines, and the asymmetric hydrogenation of prochiral ketones or imines to produce non-racemic alcohols or amines. The source of the hydrogen can be hydrogen gas or a hydrogen-donating molecule such as isopropanol or hydrogen-donating mixture such as formic acid and an amine depending on the structure of the catalyst. In certain embodiments, the axial ligands on the catalyst comprise organonitrile ligands, carbonyl ligands, isonitrile ligands, or combinations thereof. The catalysts and the preparation thereof are disclosed. A reaction using phosphine and diamine precursors that is templated by the iron ion is the preferred route to the catalysts.Type: ApplicationFiled: October 30, 2009Publication date: June 10, 2010Applicant: The Governing Council of the University of TorontoInventors: Alexandre MIKHAILINE, Friederike Freutel, Nils Meyer, Robert H. Morris, Parasekevi Olympia Lagaditis
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Publication number: 20100125144Abstract: The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of Ru complexes with tetradentate ligands having at least one amino or imino coordinating group and at least one phosphino coordinating group in hydrogenation processes for the reduction of esters or lactones into the corresponding alcohol or diol respectively.Type: ApplicationFiled: January 27, 2010Publication date: May 20, 2010Inventors: LIONEL SAUDAN, PHILIPPE DUPAU, JEAN-JACQUES RIEDHAUSER, PATRICK WYSS
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Patent number: 7705171Abstract: A process for preparing nickel(0)-phosphorus ligand complexes comprising at least one nickel(0) central atom and at least one phosphorus ligand by reacting a nickel(II) compound with a reducing agent in the presence of the ligand to give a reaction mixture, wherein a) the molar reducing agent:nickel(II) compound ratio in the reaction is from 1:1 to 1000:1, calculated as the molar ratio of the redox equivalents, b) the molar phosphorus ligand:nickel(II) compound ratio in the reaction is not more than 30:1, calculated as the molar P atoms:Ni atoms ratio, c) the nickel(0) content in the resulting reaction mixture is not more than 1.3% by weight and d) the resulting reaction mixture is extracted by adding at least one dinitrile and at least one hydrocarbon to form at least two immiscible phases.Type: GrantFiled: February 13, 2007Date of Patent: April 27, 2010Assignee: BASF AktiengesellschaftInventors: Gerd Haderlein, Tobias Aechtner, Andreas Leitner, Peter Pfab, Hermann Luyken, Jens Scheidel
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Patent number: 7700795Abstract: A process is described for preparing a nickel(0)-phosphorus ligand complex containing at least one nickel(0)central atom and at least one phosphorus ligand, which comprises reducing a nickel(II) halide dried by azeotropic distillation in the presence of at least one phosphorus ligand.Type: GrantFiled: October 28, 2004Date of Patent: April 20, 2010Assignee: BASF AktiengesellschaftInventors: Gerd Haderlein, Robert Baumann, Michael Bartsch, Tim Jungkamp, Hermann Luyken, Jens Scheidel, Heinz Schafer, Wolfgang Siegel
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Publication number: 20100076210Abstract: Provided is a method for producing a ruthenium complex comprises the step of reacting a ruthenium compound represented by general formula (1): [RuX(L)(PP)]X ??(1), wherein Ru represents a ruthenium atom; X represents a halogen atom; L represents an arene; and PP represents an optically active bisphosphine, with a carboxylate salt represented by general formula (2): R1CO2M ??(2), wherein M represents a monovalent cation; and R1 represents a group selected from the group consisting of alkyl groups, haloalkyl groups, phenyl groups optionally having a substituent(s), 1-aminoalkyl groups and 1-amino-1-phenylalkyl groups, to produce a ruthenium complex represented by general formula (3): Ru(OCOR1)2(PP) ??(3), wherein R1 represents the group selected from the group consisting of alkyl groups, haloalkyl groups, phenyl groups optionally having a substituent(s), 1-aminoalkyl groups and 1-amino-1-phenylalkyl groups; and PP represents the optically active bisphosphine.Type: ApplicationFiled: August 13, 2009Publication date: March 25, 2010Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Hideki Nara, Noboru Sayo, Takahiro Fujiwara
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Patent number: 7683180Abstract: The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions, and for enantioselective reactions in particular. The synthesis of these complexes and details of their use as catalysts is also provided.Type: GrantFiled: April 16, 2002Date of Patent: March 23, 2010Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Donald W. Ward, Thomas J. Seiders, Steven D. Goldberg
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Patent number: 7683183Abstract: Monomeric metal complexes having improved luminescence properties are provided. In one embodiment, a monomeric metal complex is represented by the formula [PN]M(L)2. PN is an amidophosphine ligand, and M may be any metal capable of exhibiting luminescent properties, for example, a d10 metal. L may be a tertiary phosphine. Alternatively, a second PN ligand or DPPE may take the place of both L ligands.Type: GrantFiled: July 30, 2007Date of Patent: March 23, 2010Assignee: California Institute of TechnologyInventors: Jonas C. Peters, Alexander J. Miller, Jillian Dempsey
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Patent number: 7679082Abstract: The invention relates to copolymer complexes of the formula (I): wherein [Ax-[B(C)]y-Dz] denotes a single unit of the copolymer complex that is repeated n times, wherein n is an integer greater than one, and wherein the single unit comprises a conjugated backbone coordinated to a complex (C) comprising rare earth metal(s); x, y and z are numbers greater than zero such that x=y+z; A is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof; B is a functional ligand selected from the group consisting of: benzoic acid, 1,3-diphenylpropane-1,3-dione, 1,10-phenanthroline, 2,2-bipyridine, or derivatives thereof; and D is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof.Type: GrantFiled: November 10, 2005Date of Patent: March 16, 2010Inventors: Qidan Ling, Wei Huang, En-Tang Kang, Koon Gee Neoh
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Patent number: 7674867Abstract: The invention relates to a process for the preparation of a metal-organic compound, comprising at least one phosphinimine ligand, characterized in that the HA adduct of a phosphinimine ligand according to formula (1) is contacted with a metal-organic reagent of formula (2) in the presence of 1, respectively 2 equivalents of a base, wherein HA represents an acid, of which H represents its proton and A its conjugate base, with Y?N—H as formula (1), and Mv(L1)k(L2)l(L3)m(L4)nX as formula (2), and wherein Y is a substituted phosphorous atom, and M represents a group 4 or group 5 metal ion, V represents the valency of the metal ion, being 3, 4 or 5 L1, L2, L3, and L4 represent a ligand or a group 17 halogen atom on M and may be equal or different, k, l, m, n=0, 1, 2, 3, 4 with k+l+m+n+1=V, and X represents a group 17 halogen atom.Type: GrantFiled: August 3, 2004Date of Patent: March 9, 2010Assignee: DSM IP Assets B.V.Inventors: Edwin Ijpeij, Henricus Arts, Gerardus van Doremaele, Felix Beijer, Francis Van der Burgt, Martin Alexander Zuideveld
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Patent number: 7671224Abstract: According to the present invention there is provided a compound in the form of a transition metal compound including a transition metal, a phosphorus containing ligand, and a cyclic organic ligand. The phosphorus containing ligand is a heterocyclic organic compound with a ligating phosphorus atom which ligates with the transition metal, and which ligating phosphorus atom is an atom in the heterocyclic ring structure of the heterocyclic organic compound. The cyclic organic ligand is a cyclic organic compound with a ligating carbon atom in the cyclic ring structure of the cyclic organic compound which ligates with the transition metal by means of a double bound. The invention also relates to a method preparing such a compound and a metathesis reaction wherein such a compound is used as a catalyst.Type: GrantFiled: July 12, 2006Date of Patent: March 2, 2010Assignee: Umicore AG & Co. KGInventors: Roland Winde, Ralf Wilhelm Karch, Andreas Rivas-Nass, Oliver Briel, Robert Paul Tooze, Grant Stephen Forman, Wolfgang Hubert Meyer
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Patent number: 7671225Abstract: Compounds of the formula (I) or (I?), where R1 is a hydrogen atom or C1-C4-alkyl and R?1 is C1-C4-alkyl; X1 and X2 are each, independently of one another, a secondary phosphine group; R2 is hydrogen, R01R02R03Si—, C1-C18.Type: GrantFiled: May 3, 2005Date of Patent: March 2, 2010Assignee: Umicore AG & Co. KGInventors: Matthias Lotz, Felix Spindler
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Publication number: 20100029967Abstract: Compounds of the formulae I and Ia in the form of mixtures of diastereomers or pure diastereomers, (I), (Ia), where R1 is a hydrogen atom or C1-C4-alkyl and R?1 is C1-C4-alkyl; X1 and X2 are each, independently of one another, a sec-phosphino group; T is C6-C20-arylene or C4-C18-heteroarylene having heteroatoms selected from the group consisting of O, S, —N? and N(C1-C4-alkyl); v is 0 or an integer from 1 to 4; X1 is bound in the ortho position relative to the T-C* bond; Q is vinyl, methyl, ethyl, —CH2—OR, —CH2—N(C1-C4-alkyl)2 or a C- or S-bonded chiral group which directs metals of metallation reagents into the ortho position; R is hydrogen, a silyl radical or an aliphatic, cycloaliphatic, aromatic or aromatic-aliphatic hydrocarbon radical which has from 1 to 18 carbon atoms and is unsubstituted or substituted by C1-C4-alkyl, C1-C4-alkoxy, F or CF3; are ligands for metal complexes as homogeneous catalyst in asymmetric syntheses.Type: ApplicationFiled: June 29, 2007Publication date: February 4, 2010Inventors: Benoit Pugin, Xiangdong Feng, Felix Spindler
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Patent number: 7655592Abstract: The invention relates to a process for the preparation of a metal-organic compound, comprising at least one phosphinimine ligand, characterized in that the HA adduct of a phosphinimine ligand according to formula (1) is contacted with a metal-organic reagent of formula (2) in the presence of at least 2 equivalents of a base, wherein HA represents an acid, of which H represents its proton and A its conjugate base, with Y?N—H as formula (1), and Mv(L1)k(L2)1(L3)m(L4)nX as formula (2), and wherein Y is a substituted phosphorous atom, and M represents a group 4 or group 5 metal ion, V represents the valency of the metal ion, being 3, 4 or 5 L1, L2, L3, and L4 represent a ligand or a group 17 halogen atom on M and may be equal or different, k, l, m, n=0, 1, 2, 3, 4 with k+l+m+n+l=V, and X represents a group 17 halogen atom.Type: GrantFiled: August 3, 2004Date of Patent: February 2, 2010Assignee: DSM IP Assets B.V.Inventors: Edwin Ijpeij, Henricus Arts, Gerardus van Doremaele, Felix Beijer, Francis Van Der Burgt, Martin Alexander Zuideveld
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Patent number: 7649079Abstract: A method for easily and efficiently removing ruthenium complexes, which are generally difficult to remove, from a polymer, as well as a method for purifying a polymer that uses such a removal method are provided. A method for removing a metal, wherein a compound is added that is capable of coordination via a substitution of a ligand of a ruthenium complex, thereby precipitating another ruthenium complex, as well as a method for purifying a polymer that uses such a method.Type: GrantFiled: December 28, 2005Date of Patent: January 19, 2010Assignee: Nippon Soda Co., Ltd.Inventors: Takeshi Niitani, Mitsuo Sawamoto, Tsuyoshi Andoh
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Patent number: 7626049Abstract: Divalent germanium and tin compounds are provided. The divalent germanium and tin compounds have been found to be efficient catalysts for the formation of polyurethanes. Methods for making polyurethanes using the catalysts are also provided.Type: GrantFiled: April 18, 2006Date of Patent: December 1, 2009Assignee: E. I. du Pont de Nemours and CompanyInventors: Alex Sergey Ionkin, Brian M. Fish, William Marshall
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Patent number: 7622590Abstract: Catalytic complexes including a metal atom having anionic ligands, at least one nucleophilic carbene ligand, and an alkylidene, vinylidene, or allenylidene ligand. The complexes are highly stable to air, moisture and thermal degradation. The complexes are designed to efficiently carry out a variety of olefin metathesis reactions.Type: GrantFiled: September 9, 1999Date of Patent: November 24, 2009Assignee: University of New Orleans FoundationInventors: Steven P. Nolan, Jinkun Huang
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Publication number: 20090275723Abstract: Processes for making ivalent germanium and tin compounds are provided. The divalent germanium and tin compounds have been found to be efficient catalysts for the formation of polyurethanes.Type: ApplicationFiled: July 16, 2009Publication date: November 5, 2009Applicant: E.I. DU PONT DE NEMOURS AND COMPANYInventors: Alex Sergey Ionkin, Brian M. Fish, William Marshall
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Patent number: 7598330Abstract: The invention pertains to the use of Group 8 transition metal alkylidene complexes as catalysts for olefin cross-metathesis reactions. In particular, ruthenium and osmium alkylidene complexes substituted with an N-heterocyclic carbene ligand and at least one electron donor ligand in the form of a heterocyclic group are used to catalyze cross-metathesis reactions to provide a olefin products that are directly substituted with an electron-withdrawing group.Type: GrantFiled: April 7, 2003Date of Patent: October 6, 2009Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, John P. Morgan, Jennifer A. Love, Tina M. Trnka
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Publication number: 20090203917Abstract: This invention relates to organometallic compounds having the formula L1ML2 wherein M is a metal or metalloid, L1 is a substituted or unsubstituted 6 electron donor anionic ligand, and L2 is a substituted or unsubstituted 6 electron donor anionic ligand, wherein L1 and L2 are the same or different, a process for producing the organometallic compounds, and a method for producing a film or coating from the organometallic compounds. The organometallic compounds are useful in semiconductor applications as chemical vapor or atomic layer deposition precursors for film depositions.Type: ApplicationFiled: January 12, 2009Publication date: August 13, 2009Inventors: David M. Thompson, Joan Geary, Adrien R. Lavoie, Juan E. Dominquez
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Publication number: 20090198038Abstract: The present invention relates to metal/organic complexes of Formula (I), (II), (III), (IV), (V) and (VI) that are useful as catalysts for the polymerisation of carbonyl-containing or cyclic monomers. Typical polymerisation reactions are, for example, those of lactides. R is independently selected at each occurrence from the group comprising: hydrogen, hydrocarbyl and substituted hydrocarbyl, M is a Lewis-acidic metal, and, if present, X is any suitable counter ion.Type: ApplicationFiled: June 21, 2007Publication date: August 6, 2009Applicant: THE UNIVERSITY OF NOTTINGHAMInventor: Polly Arnold
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Publication number: 20090171114Abstract: Ligands of the formula (I) secondary phosphine-Q-P(?O)HR1 (I) in the form of mixtures of diastereomers or pure diastereomers, in which secondary phosphine is a secondary phosphine group with hydrocarbon radicals or heterohydrocarbon radicals as substituents; Q is a bivalent bisaryl or bisheteroaryl radical with an axial chiral centre to which the two phosphorus atoms are bonded in the ortho positions to the bisaryl or bisheteroaryl bridge bond, or Q is a bivalent ferrocenyl radical with a planar chiral centre or without a planar chiral centre, to which the phosphorus atom of the secondary phosphine is bonded directly or via a C1-C4-carbon chain to a cyclopentadienyl ring, the —P*(?O)HR1 group is bonded either on the same cyclopentadienyl ring in ortho position to the bonded secondary phosphine or on the other cyclopentadienyl ring; P* is a chiral phosphorus atom, and R1 is a hydrocarbon radical, a heterohydrocarbon radical or a ferrocenyl radical, where R1 is a ferrocenyl radical with a planar chiral centre wType: ApplicationFiled: May 23, 2007Publication date: July 2, 2009Inventors: Andreas Pfaltz, Yann Ribourdouille, Xiangdong Feng, Balamurugan Ramalingam, Benoit Pugin, Felix Spindler
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Patent number: 7553924Abstract: The present invention mainly relates to a carbon-carbon bond formation catalyzed by a complex comprising a novel and stable ligand and a metal center. The ligand uses a ring, particularly a phenyl group, or a hydrocarbon group to link an amino group and PR1R2, NR1R2, OR1, SR1, or AsR1R2 group for stabling the structure of the ligand.Type: GrantFiled: June 23, 2004Date of Patent: June 30, 2009Assignee: National Sun Yat-Sen UniversityInventor: Lan-Chang Liang
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Patent number: 7544826Abstract: Monocyclopentadienyl complexes in which the cyclopentadienyl system bears at least one bridged donor and at least one aryl group and a catalyst system comprising at least one of the monocyclopentadienyl complexes, and also processes for preparing them, the use of the catalyst system for the polymerization or copolymerization of olefins and a process for preparing polyolefins by polymerization or copolymerization of olefins in the presence of the catalyst system and the preparation of the associated cyclopentadienyl system.Type: GrantFiled: December 14, 2004Date of Patent: June 9, 2009Assignee: Basell Polyolefine GmbHInventors: Shahram Mihan, Markus Enders, Pablo Fernandez
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Patent number: 7524906Abstract: The invention relates to a process for the preparation of a metal-organic compound, comprising at least one imine ligand, characterized in that an imine ligand according to formula 1, or the HA adduct thereof, wherein HA represents an acid, of which H represents its proton and A its conjugate base, is contacted with a metal-organic reagent of formula 2 in the presence of at least 1, respectively 2 equivalents of an inorganic or metal-organic base, wherein Y?N-R (formula 1), Y is selected from a substituted carbon, nitrogen or phosphorous atom, R represents a proton, a protic or an aprotic substituent, and the metal organic compound is: MV(L1)k(L2)l(L3)m(L4)nX (formula 2) wherein: M represents a group 4 or group 5 metal ion, V represents the valency of the metal ion, being 3, 4 or 5, L1, L2, L3, and L4 represent ligands on M and may be equal or different, X represents a group 17 halogen atom, and k, 1, m, n=0, 1, 2, 3, 4 with k+l+m+n+l=V.Type: GrantFiled: August 3, 2004Date of Patent: April 28, 2009Assignee: DSM IP Assets B.V.Inventors: Edwin IJpeij, Henricus Arts, Gerardus van Doremaele, Felix Beijer
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Patent number: 7507782Abstract: Transition metal complexes with tridentate, nitrogen-containing, uncharged ligand systems, a catalyst system comprising at least one of the transition metal complexes, the use of the catalyst system for the polymerization or copolymerization of olefins and a process for preparing polyolefins by polymerization or copolymerization of olefins in the presence of the catalyst system.Type: GrantFiled: May 19, 2004Date of Patent: March 24, 2009Assignee: Basell Polyolefine GmbHInventors: Shahram Mihan, Markus Enders, Olaf Fritz
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Publication number: 20090076267Abstract: There is provided a novel transition metal phosphine complex having excellent anticancer activity. The transition metal phosphine complex is represented by general formula (1): (wherein R1s and R3s each represent an alkyl group, a cycloalkyl group, an aryl group, an aralkyl group, a pyridyl group, or a pyrimidyl group; R2s and R4s each represent an alkyl group or a cycloalkyl group, provided that each R1 and each R2 are not the same group and that each R3 and each R4 are not the same group; As each represent a linear alkylene group or a cis-vinylene group; M represents a gold atom, a silver atom, a copper atom, or a platinum atom; and B represents an anionic species).Type: ApplicationFiled: April 17, 2006Publication date: March 19, 2009Applicant: NIPPON CHEMICAL INDUSTRIAL CO., LTD.Inventors: Hiroaki Kodama, Keisuke Ohto, Nobuhiko Oohara, Kazuhiro Nakatsui, Yoshirou Kaneda
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Patent number: 7491671Abstract: Process for preparing a catalyst solution by reacting metal complexes and diphosphines in the presence of an inert organic solvent, which is characterized in that a) an uncharged or cationic metal complex having a TM8 metal as central atom, and b) a salt of a chiral ditertiary diphosphine which has one or two phospholane groups which are bound to a carbon chain having from 2 to 4 carbon atoms and contain anions selected from the group consisting of RCCOO?, RCSO3?, BF4?, PF6?, AsF6?, SbF6?, B(C6F5)4? and B(3,5-bistrifluoromethylphenyl)4?, are reacted with one another, where the ratio of the components a) and b) is from 1:1 to 1:2 and RC is C1-C6-haloalkyl, C5-C10-halocycloalkyl or C6-C10-haloaryl.Type: GrantFiled: May 7, 2004Date of Patent: February 17, 2009Assignee: Solvias AGInventors: Martin Kesselgruber, Marc Thommen
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Publication number: 20080255355Abstract: Chiral ruthenium complexes are disclosed, obtained by reaction of a ruthenium salt with a chiral diphosphonite. Chiral diols with the general structure given in scheme 1 are preferably used as chiral diphosphonites. Said ruthenium complexes can be simply and economically obtained and provide high enantioselectivity on reduction of ketones, ?-ketoesters and ketimines.Type: ApplicationFiled: May 30, 2006Publication date: October 16, 2008Applicant: STUDIENGESELLSCHAFT KOHLE MBHInventors: Manfred T. Reetz, Xiaoguang Li
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Patent number: 7414155Abstract: Process for the hydroformylation of an optionally substituted ethylenically unsaturated compound by reaction thereof with carbon monoxide and hydrogen in the presence of a specific catalyst system which includes a source of Group VIII metal cations; a diphosphine ligand having the general formula (I): X1—R—X2 ??(I) wherein X1 and X2 each independently represent an optionally substituted cyclic group with at least 5 ring atoms, of which one is a phosphorus atom, and R represents a bivalent optionally substituted bridging group which is connected to each phosphorus atom by a sp2 hybridized carbon atom; an acid having a pKa<3; and a source of halide anions.Type: GrantFiled: June 7, 2007Date of Patent: August 19, 2008Assignee: Shell Oil CompanyInventors: Eit Drent, Roelof Van Ginkel, Willem Wabe Jager
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Patent number: 7375242Abstract: Selected nickel complexes of the anions of certain 2-aminotropones are olefin polymerization catalysts. Novel 2-aminotropones and their nickel complexes are also disclosed together with methods of making these 2-aminotropones.Type: GrantFiled: July 22, 2002Date of Patent: May 20, 2008Assignee: E. I. du Pont de Nemours and CompanyInventors: Frederick Hicks, Maurice Brookhart
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Patent number: 7361776Abstract: The present invention relates to a zero-valent transition metal complex which can be used as a starting material for producing a catalyst usable for producing a polyolefin by ring-opening metathesis polymerization of an olefin and an epothilone by ring-closing metathesis reaction, and a method for efficiently producing, at low cost, an organometallic compound useful as a catalyst, using the zero-valent transition metal complex as a starting material. Provided is a method for producing a zero-valent transition metal complex (C), which comprises reacting a divalent transition metal complex (A) with an olefin (B), the complex (A) being selected from the group consisting of a divalent ruthenium complex (A1) and a divalent osmium complex (A2), thereby obtaining a zero-valent transition metal complex (C), wherein the reaction is conducted under reducing conditions and after the reaction, the resultant crude product is extracted at high temperature using a saturated hydrocarbon as an extracting solvent.Type: GrantFiled: February 13, 2004Date of Patent: April 22, 2008Assignee: Sekisui Chemical Co., Ltd.Inventors: Hiroshi Hiraike, Takeharu Morita, Fumiyuki Ozawa, Hiroyuki Katayama
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Patent number: 7358209Abstract: A transition metal complex having the following Formula (A): wherein the monovalent groups R1 and R2 are —Ra, —ORb, —NRcRd, and —NHRe: the monovalent groups Ra, Rb, Rc, Rd and Re, and the divalent group R3 are (i) aliphatic hydrocarbon, (ii) alicyclic hydrocarbon, (iii) aromatic hydrocarbon, (iv) alkyl substituted aromatic hydrocarbon (v) heterocyclic groups and (vi) heterosubstituted derivatives of said groups (i) to (v); M is a Group (3) to (11) or lanthanide metal; E is phosphorus or arsenic; X is an anionic group, L is a neutral donor group; n is (1) or (2), y and z are independently zero or integers, such that the number of X and L groups satisfy the valency and oxidation state of the metal M. n is preferably (2) and the two resulting R1 groups are preferably linked.Type: GrantFiled: August 31, 2006Date of Patent: April 15, 2008Assignee: Ineos Europe LimitedInventors: Vernon Charles Gibson, Grant Berent Jacobsen, David John Jones, Richard James Long
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Patent number: 7351845Abstract: A transition metal ligand complex has the following formula: wherein R1 and R2 (each occurrence) independently represent an aryl, alkyl, or cycloalkyl group having up to 20 carbon atoms; R3 and R4 (each occurrence) independently represent an aryl, alkyl, or cycloalkyl group having up to 20 carbon atoms; R5 represents an aryl, alkyl, or cycloalkyl group having up to 20 carbon atoms, provided that R4 and R5 may be joined to form a cyclic structure; R6 represents an alkyl or aryl group having up to 20 carbon atoms; and Mt represents a transition metal selected from Group 7, 8, 9, 10, 11, or 12 of the Periodic Table of the Elements.Type: GrantFiled: January 17, 2006Date of Patent: April 1, 2008Assignee: ExxonMobil Chemical Patents Inc.Inventors: Lisa S. Baugh, Enock Berluche, Paul V. Hinkle, Francis C. Rix
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Patent number: 7320835Abstract: An organometallic complex, comprises at least one transition metal, at least one first monoanionic bidentate ligand coordinated through a nitrogen on a heteroaromatic ring and a carbon, and at least one second ligand selected from a hydride and a ligand coordinated through a carbon atom which is part of an aromatic group. Methods for making the complex and its uses in electronic devices are also presented.Type: GrantFiled: December 14, 2004Date of Patent: January 22, 2008Assignee: E. I. du Pont de Nemours and CompanyInventor: Norman Herron
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Patent number: 7312347Abstract: Provided is a method for producing an optically active compound, in more detail, for producing an optically active compound by asymmetric hydrogenation in a high yield and asymmetric yield. The present invention also provides a catalyst for asymmetric synthesis for the above production method, especially a catalyst for asymmetric hydrogenation, containing a transition metal complex. Further, the present invention provides a new diphosphine compound useful as a ligand of the above transition metal complex and a new transition metal complex containing the above diphosphine compound. The present invention relates to a diphosphine compound represented by the following formula (1): a transition metal complex using the compound, a catalyst for asymmetric synthesis comprising the above transition metal complex and a method for producing an optically active compound using the above catalyst for asymmetric synthesis.Type: GrantFiled: September 22, 2006Date of Patent: December 25, 2007Assignee: Takasago International CorporationInventors: Takahiro Fujiwara, Tohru Yokozawa
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Patent number: 7306857Abstract: Provided are binuclear organometallic complexes enabling highly efficient phospholuminescence and an organic electroluminescent device using the same. The binuclear organometallic complexes, which are suitably used for forming an organic layer of the organic electroluminescent device, provides maximum luminescence emission in the wavelength range of 400-650 nm, and induces white electroluminescence when combined with green or red luminescent materials.Type: GrantFiled: September 2, 2004Date of Patent: December 11, 2007Assignee: Samsung SDI Co., Ltd.Inventors: Das Rupasree Ragini, Seok Chang, Jong-hyoup Lee, Lyong-sun Pu, Eun-sil Han, Hae-jung Son, Ji-hoon Lee
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Patent number: 7294601Abstract: [PROBLEMS] To provide a method by which desired optically active carboxylic acids may be prepared from a carboxylic acid having a carbon-carbon double bond through asymmetric hydrogenation with a catalyst consisting of a transition metal complex containing a water-soluble ligand and which permits easy separation of the used catalyst from the product by liquid-liquid separation alone and enables the recovery of an expensive transition metal and the reuse of the catalyst. [MEANS FOR SOLVING PROBLEMS] Phosphines represented by the general formula (1): wherein X1 is oxygen or methylene; X2 is methylene, ethylene, trimethylene, 1,2-dimethylethylene, isopropylidene, or difluoromethylene; A is a Group IA alkali metal of the periodic table, hydrogen, or an ammonium ion; and a, b, c and d are each an integer of 0 or 1, with the proviso that the cases wherein the sum of a, b, c, and d is 0 are excepted.Type: GrantFiled: September 29, 2006Date of Patent: November 13, 2007Assignee: Takasago International CorporationInventors: Akira Amano, Daisuke Igarashi, Noboru Sayo
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Patent number: 7288666Abstract: Ruthenium and osmium carbene compounds that are stable in the presence of a variety of functional groups and can be used to catalyze olefin metathesis reactions on unstrained cyclic and acyclic olefins are disclosed. Also disclosed are methods of making the carbene compounds. The carbene compounds are of the formula where M is Os or Ru; R<1> is hydrogen; R is selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, and substituted or unsubstituted aryl; X and X<1> are independently selected from any anionic ligand; and L and L<1> are independently selected from any neutral electron donor. The ruthenium and osmium carbene compounds of the present invention may be synthesized using diazo compounds, by neutral electron donor ligand exchange, by cross metathesis, using acetylene, using cumulated olefins, and in a one-pot method using diazo compounds and neutral electron donors.Type: GrantFiled: June 20, 2006Date of Patent: October 30, 2007Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Peter Schwab, Sonbinh T. Nguyen
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Patent number: 7279537Abstract: There are provided a transition metal complex of formula (1): wherein M represents an element of Group 6 of Periodic Table of Elements, A and A? are the same or different, and represent a substituted or unsubstituted C1-10 alkylene group or the like, Y represents a substituted or unsubstituted C1-10 alkyl group, or the like, X1 and X2 are the same or different, and represent a hydrogen atom, a halogen atom, a substituted or unsubstituted C1-10 alkyl group, or an amino group disubstituted with C1-20 hydrocarbon, and n1 is an integer of 0 to 3, an olefin polymerization catalyst obtained by combining a transition metal complex with an organic aluminum or aluminoxane, a polymerization catalyst further containing a boron compound, and a process for producing olefin polymer using the polymerization catalyst.Type: GrantFiled: October 15, 2003Date of Patent: October 9, 2007Assignee: Sumitomo Chemical Company, LimitedInventors: Yuka Otomaru, Hidenori Hanaoka, Takayuki Higashii
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Patent number: 7279588Abstract: A novel coordination complex formed by dinuclear metal complexation is provided. The complex is a dinuclear metal complex of a compound, wherein the compound comprises a conjugation ring system substituted with: a) an electron donating group selected from —OH, —SH and —NH2; b) an indicating group selected from a chromogenic group, a fluorescent group and an electrochemical group; and c) two binding auxiliary groups, in combination with the electron donating group each of which being coordinated with the metal to provide an anion bonding site, wherein as the complex binds to a anion, the coordination of the electron donating group with the metal is weakened and electron donation of the electron donating group to the conjugation ring system is reinforced such that the reinforced electron donation by the electron donating group is transferred through the conjugation ring system to the indicating group to produce an indicating signal concomitant with the change of its electronic density.Type: GrantFiled: May 27, 2004Date of Patent: October 9, 2007Assignee: Seoul National University FoundationInventors: Jong-In Hong, Dong Hoon Lee, Ja Hyun Im, Seung Uk Son, Young Keun Chung
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Patent number: 7271276Abstract: The present invention relates to a complex comprising a novel and stable ligand and a metal center. The ligand contains a ring, particularly a phenyl group, or a hydrocarbon group which links an amino group and PR1R2, NR1R2, OR1, SR1, or AsR1R2 group such that the structure of the ligand can be stabilized.Type: GrantFiled: June 23, 2004Date of Patent: September 18, 2007Assignee: National Sun Yat-Sen UniversityInventor: Lan-Chang Liang
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Patent number: 7268211Abstract: A process for removing ruthenium or ruthenium-containing compounds from a reaction mixture comprising a compound of the following formula I in an organic solvent using supercritical fluid processing techniques: wherein RA, R3, R4, D and A are as defined herein. This invention has particular application for removing ruthenium-containing catalyst and ruthenium-containing catalyst by products from reaction mixtures that result from ring-closing olefin metathesis (RCM) reactions.Type: GrantFiled: December 7, 2004Date of Patent: September 11, 2007Assignee: Boehringer Ingelheim International GmbHInventors: Fabrice Gallou, Said Saim, Nathan K. Yee
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Patent number: 7268242Abstract: Chelating ligand precursors for the preparation of olefin metathesis catalysts are disclosed. The resulting catalysts are air stable monomeric species capable of promoting various metathesis reactions efficiently, which can be recovered from the reaction mixture and reused. Internal olefin compounds, specifically beta-substituted styrenes, are used as ligand precursors. Compared to terminal olefin compounds such as unsubstituted styrenes, the beta-substituted styrenes are easier and less costly to prepare, and more stable since they are less prone to spontaneous polymerization. Methods of preparing chelating-carbene metathesis catalysts without the use of CuCl are disclosed. This eliminates the need for CuCl by replacing it with organic acids, mineral acids, mild oxidants or even water, resulting in high yields of Hoveyda-type metathesis catalysts.Type: GrantFiled: January 31, 2006Date of Patent: September 11, 2007Assignee: Materia, Inc.Inventors: Richard L. Pederson, Jason K. Woertink, Christopher M. Haar, David E. Gindelberger, Yann Schrodi
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Patent number: 7238818Abstract: A new class of heterocyclic metallocenes, a catalytic system containing them and a process for polymerizing addition polymerizable monomers using said catalytic system are disclosed; the heterocyclic metallocenes correspond to the formula (I): YjR?iZjjMeQkPl wherein Y is a coordinating group containing a six ? electron central radical directly coordinating Me, to which are associated one or more radicals containing at least one non-carbon atom selected from B, N, O, Al, Si, P, S, Ga, Ge, As, Se, In, Sn, Sb and Te; R? is a divalent bridge between the Y and Z groups; Z is a coordinating group, optionally being equal to Y; Me is a transition metal; Q is halogen or hydrocarbon substituents; P is a counterion; i is 0 or 1; j is 1–3; jj is 0–2; k is 1–3; and l is 0–2.Type: GrantFiled: March 24, 2003Date of Patent: July 3, 2007Assignee: Basell Polyolefine GmbHInventors: John A. Ewen, Michael J. Elder, Robert L. Jones, Jr., Yuri A. Dubitsky
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Patent number: 7235696Abstract: The present invention relates to chiral diphosphinoterpenes and transition metal complexes thereof, to a process for preparing chiral diphosphinoterpenes and oxides thereof, and to transition metal complexes comprising the chiral diphosphinoterpenes. In a further aspect, the invention relates to the use of the chiral diphosphinoterpenes or transition metal complexes thereof in asymmetric syntheses.Type: GrantFiled: May 9, 2005Date of Patent: June 26, 2007Assignee: Lanxess Deutschland GmbHInventors: Paul Knochel, Tanasari Bunlaksananusorn, Andrei Gavryushin
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Patent number: 7205424Abstract: A synthetic method leading to the isolation of ruthenium-based olefin metathesis catalysts relies on the cross metathesis reaction between (L1)Ru(L2)(3-phenylindenylid-1-ene)Cl2 (where L1 and L2 can be two-electron donors) and an olefin. This method leads to the isolation of numerous ruthenium olefin metathesis catalysts.Type: GrantFiled: June 21, 2004Date of Patent: April 17, 2007Assignee: University of New Orleans Research and Technology Foundation, Inc.Inventor: Steven P. Nolan