And Carbon Bonded Directly To The Heavy Metal Patents (Class 556/22)
  • Patent number: 10597416
    Abstract: The present invention provides a complex of formula (1), wherein, M is palladium or nickel, R1 and R2 are independently organic groups having 1-20 carbon atoms, or R1 and R2 are linked to form a ring structure with the phosphorus atom, R3 is selected from the group consisting of substituted and unsubstituted aryl, substituted and unsubstituted heteroaryl, and substituted and unsubstituted metallocenyl, R4 is an organic group having 1-20 carbon atoms, n is 0, 1, 2, 3, 4 or 5, and X is an anionic ligand. The invention also provides a process for the preparation of the complex, and its use in carbon-carbon or carbon-nitrogen coupling reactions.
    Type: Grant
    Filed: September 20, 2018
    Date of Patent: March 24, 2020
    Assignee: Johnson Matthey PLC
    Inventors: Thomas John Colacot, Carin C. C. Johansson Seechum, Sebastien Laurent Parisel
  • Patent number: 10508071
    Abstract: Process for methoxycarbonylation with formic acid and methanol.
    Type: Grant
    Filed: July 24, 2018
    Date of Patent: December 17, 2019
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Rui Sang, Jie Liu, Kaiwu Dong, Ralf Jackstell, Matthias Beller, Robert Franke
  • Patent number: 10138257
    Abstract: Phosphasalen transition metal complexes are disclosed for use in alkene polymerization to produce polyolefins. The transition metal complexes are represented by the formula: wherein M is a Group 4 metal; each of X1 and X2 is a univalent group, such as halogen or benzyl; each of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, and R12 is, independently, hydrogen, a substituted or unsubstituted C1-C40 hydrocarbyl radical, etc.; and R13 is a divalent C1-C20 hydrocarbyl radical or divalent substituted C1-C20 hydrocarbyl radical comprising a portion that comprises a linking backbone comprising from 2 to 18 carbon atoms linking N1 and N2.
    Type: Grant
    Filed: August 1, 2017
    Date of Patent: November 27, 2018
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: David A. Cano, Crisita Carmen H. Atienza
  • Patent number: 9504997
    Abstract: Chelating ligand precursors for the preparation of olefin methathesis catalysts are disclosed. The resulting catalysts are air stable monomeric species capable of promoting various methathesis 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 methathesis 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 methathesis catalysts.
    Type: Grant
    Filed: May 8, 2014
    Date of Patent: November 29, 2016
    Assignee: MATERIA, INC.
    Inventors: Richard L. Pederson, Jason K. Woertink, Christopher M. Haar, David E. Gindelberger, Yann Schrodi
  • Patent number: 9273081
    Abstract: Synthetic methods for the in-situ formation of olefin metathesis catalysts are disclosed, as well as the use of such catalysts in metathesis reactions of olefins and olefin compounds.
    Type: Grant
    Filed: January 27, 2015
    Date of Patent: March 1, 2016
    Inventor: Yann Schrodi
  • Patent number: 9096791
    Abstract: The present invention relates to metal complexes of the formula (1) and to electronic devices, in particular organic electro-luminescent devices, comprising these metal complexes.
    Type: Grant
    Filed: June 17, 2011
    Date of Patent: August 4, 2015
    Assignee: Merck Patent GmbH
    Inventors: Philipp Stoessel, Dominik Joosten
  • Patent number: 9035080
    Abstract: The present invention relates to a process for recovery of homogeneous metal hydride catalyst from a reactor stream as catalyst suitable for recycle to a reactor comprising the steps of: removing a stream from a reactor, said stream comprising the homogeneous metal hydride catalyst; contacting the stream with a solid acidic absorbent under process conditions which allow at least some of the metal to become bound to the absorbent; subjecting the metal bound to the absorbent, under process conditions which allow desorption of the metal, to a fluid stripping medium comprising hydrogen and solvent; and recovering the active metal hydride catalyst.
    Type: Grant
    Filed: November 14, 2011
    Date of Patent: May 19, 2015
    Assignee: Davy Process Technology Limited
    Inventors: Simon Peter Crabtree, Robert Wild, Simon Wayne Jackson, James Andrew Banister
  • Publication number: 20150099857
    Abstract: The present invention relates to a method for producing a high-molecular-weight copolymer of polar group-containing allyl monomers comprising monomer units represented by formulae (3) and (4) (in the formulae, R1 represents a hydrogen atom (H) or hydrocarbon group having 1 to 6 carbon atoms; R2 represents —OH, —OCOR3 (R3 represents hydrocarbon group having 1 to 5 carbon atoms), —N(R4)2 (R4 represents a hydrogen atom or hydrocarbon group having 1 to 5 carbon atoms); and n and m are a value representing the molar ratio of each of the monomer units), which has few branches and unsaturated group at the molecular end, by copolymerizing olefin and an allyl compound using a metal complex of group 10 elements in the periodic system represented by formula (I) as a catalyst.
    Type: Application
    Filed: April 30, 2013
    Publication date: April 9, 2015
    Applicants: SHOWA DENKO K.K., THE UNIVERSITY OF TOKYO
    Inventors: Kyoko Nozaki, Brad Carrow, Yoshikuni Okumura, Junichi Kuroda
  • Patent number: 9000198
    Abstract: Phosphoranimide-metal catalysts are disclosed. The catalysts comprise first row transition metals such as nickel, cobalt or iron. The hydrocarbon-soluble catalysts have a metal to anionic phosphoranimide ratio of 1:1, and have no inactive bulk phase and no dative ancillary ligands. The electronic state of the clusters can be adjusted to optimize catalytic activity for a range of commercially important reductive transformations, including hydrodesulfurization. A method of synthesis of these catalysts by anionic metathesis of a halide substituted precursor followed by oxidation is also disclosed.
    Type: Grant
    Filed: May 21, 2013
    Date of Patent: April 7, 2015
    Assignee: Governors of the University of Alberta
    Inventors: Houston J. S. Brown, Jeffrey Mark Stryker, Dominque M. Hebert
  • Patent number: 8968599
    Abstract: A cholesteric liquid crystal. The liquid crystal includes a metal acetylide, of which the metal is a square, planar transition metal. The metal acetylide includes first and second acylphosphine ligands and first and second phenyl acetylene ligands. Each of the first and second phenyl acetylene ligands have a meta- or para-substituent, which are selected from the group consisting of H, F, CN, OCH3, C?C—C6H5,(COO—C34H50O2), and COO—C5H10—C))—C34H50O2.
    Type: Grant
    Filed: February 28, 2013
    Date of Patent: March 3, 2015
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Thomas M. Cooper, Ronald F. Ziolo, Aaron R. Burke, Anatoliy V. Glushchenko
  • Publication number: 20150045570
    Abstract: Described are palladium precatalysts, and methods of making and using them. The palladium precatalysts show improved stability and improved reactivity in comparison to previously-described palladium precatalysts.
    Type: Application
    Filed: October 23, 2014
    Publication date: February 12, 2015
    Inventors: Nicholas C. Bruno, Stephen L. Buchwald
  • Publication number: 20150018559
    Abstract: Chelating ligand precursors for the preparation of olefin methathesis catalysts are disclosed. The resulting catalysts are air stable monomeric species capable of promoting various methathesis 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 methathesis 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 methathesis catalysts.
    Type: Application
    Filed: May 8, 2014
    Publication date: January 15, 2015
    Applicant: MATERIA, INC.
    Inventors: Richard L. Pederson, Jason K. Woertink, Christopher M. Haar, David E. Gindelberger, Yann Schrodi
  • Publication number: 20140371056
    Abstract: A composition is capable of curing via condensation reaction. The composition uses a new condensation reaction catalyst. The new condensation reaction catalyst is used to replace conventional tin catalysts. The composition can react to form a gum, gel, rubber, or resin.
    Type: Application
    Filed: October 4, 2012
    Publication date: December 18, 2014
    Applicant: Dow Coming Corporation
    Inventors: Kurt Brandstadt, Simon Cook, Gary Diamond, Keith Hall, Loren Lower, Avril Surgenor, Richard Taylor, James Tonge, Ming-Shin Tzou, Thomas Galbraith, James Shoemaker
  • Publication number: 20140357478
    Abstract: The present invention refers to novel ruthenium- and osmium-based catalysts for olefin metathesis reactions, particularly to catalysts having stereoselective properties. Z-selectivity is obtained by utilising two mono-anionic ligands of very different steric requirement. In olefin metathesis reactions these catalysts selectively provide the Z-isomer of disubstituted olefinic products.
    Type: Application
    Filed: May 2, 2014
    Publication date: December 4, 2014
    Applicant: Bergen Teknologioverforing AS
    Inventors: Vidar R. Jensen, Giovanni Occhipinti, Frederick R. Hansen
  • Publication number: 20140350275
    Abstract: Phosphoranimide-metal catalysts are disclosed. The catalysts comprise first row transition metals such as nickel, cobalt or iron. The hydrocarbon-soluble catalysts have a metal to anionic phosphoranimide ratio of 1:1, and have no inactive bulk phase and no dative ancillary ligands. The electronic state of the clusters can be adjusted to optimize catalytic activity for a range of commercially important reductive transformations, including hydrodesulfurization. A method of synthesis of these catalysts by anionic metathesis of a halide substituted precursor followed by oxidation is also disclosed.
    Type: Application
    Filed: May 21, 2013
    Publication date: November 27, 2014
    Applicant: GOVERNORS OF THE UNIVERSITY OF ALBERTA
    Inventors: Houston J.S. BROWN, Jeffrey Mark Stryker, Dominque M. Hebert
  • Publication number: 20140350201
    Abstract: Conjugated diene polymer comprising at least a conjugated diene monomer unit, the conjugated diene polymer has a number-average molecular weight (Mn) in terms of polystyrene of 1,000 to 1,000,000, a ratio (Mw/Mn) of a weight-average molecular weight (Mw) to the number-average molecular weight (Mn) of lower than 2.0 and the polymer bears a halogen atom at a terminal of the polymer chain. Method for producing the conjugated diene polymer comprises subjecting a monomer containing at least a conjugated diene to living radical polymerization using a polymerization initiator comprising a halogenocyclopentadienyl triorganophosphine ?2-olefin ruthenium complex represented by formula (6) (and an organic halide.
    Type: Application
    Filed: September 4, 2012
    Publication date: November 27, 2014
    Applicants: KYOTO UNIVERSITY, ZEON CORPORATION
    Inventors: Fumiaki Bando, Shingo Okuno, Shigetaka Hayano, Mitsuo Sawamoto, Makoto Ouchi
  • Patent number: 8895768
    Abstract: Provided are a cyclopara(hetero)arylene compound and a method for producing the same. More specifically, provided is a cycloparaphenylene compound represented by Formula (I): wherein Ar1, Ar2, Ar3, and Ar4 are the same or different, and represent an optionally substituted divalent aromatic group or an optionally substituted divalent heteroaromatic group, and n1, n2, n3, and n4 are the same or different, and represent an integer of 1 or more.
    Type: Grant
    Filed: September 29, 2010
    Date of Patent: November 25, 2014
    Assignee: Kyoto University
    Inventor: Shigeru Yamago
  • Publication number: 20140249311
    Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition is capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.
    Type: Application
    Filed: September 20, 2012
    Publication date: September 4, 2014
    Inventors: Kurt Brandstadt, Simon Cook, Avril Surgenor, Richard Taylor, Binh Nguyen, MIng-Shin Tzou
  • Publication number: 20140242344
    Abstract: A cholesteric liquid crystal. The liquid crystal includes a metal acetylide, of which the metal is a square, planar transition metal. The metal acetylide includes first and second acylphosphine ligands and first and second phenyl acetylene ligands. Each of the first and second phenyl acetylene ligands have a meta- or para-substituent, which are selected from the group consisting of H, F, CN, OCH3, C?C—C6H5,(COO—C34H50O2), and COO—C5H10—C))—C34H50O2.
    Type: Application
    Filed: February 28, 2013
    Publication date: August 28, 2014
    Applicant: Government of the United States as Represented by the Secretary of the Air Force
    Inventor: Government of the United States as Represented by the Secretary of the Air Force
  • Patent number: 8816113
    Abstract: A novel bidentate catalytic ligand of general formula (I) is described. R represents a hydrocarbyl aromatic structure having at least one aromatic ring to which Q1 and Q2 are each linked, via the respective linking group, if present, on available adjacent atoms of the at least one aromatic ring. The groups X3 and X4 represent radicals joined via tertiary carbon atoms to the respective atom Q1 and the groups X1 and X2 represent radicals joined via primary, or substituted aromatic ring carbon atom(s) to the respective atom Q2. A and B represent an optional lower alkylene linking group. Q1 and Q2 each represent phosphorus, arsenic or antimony. A process for the carbonylation of ethylenically unsaturated compounds comprising reacting the compound with carbon monoxide in the presence of a source of hydroxyl groups, optionally, a source of anions and catalyst system obtainable by combining a metal of Group 8, 9 or 10 or a compound thereof and the bidentate ligand of general formula (I) is also described.
    Type: Grant
    Filed: July 2, 2009
    Date of Patent: August 26, 2014
    Assignee: Lucite International UK Limited
    Inventors: Graham Ronald Eastham, Mark Waugh, Paul Pringle, Tamara Fanjul Solares
  • Patent number: 8816112
    Abstract: Disclosed are methods for making chiral phosphorus ligands including chiral phosphines, chiral phosphine oxides, phosphonamides, and aminophosphines. The chiral phosphorus ligands prepared by the methods of the invention are useful as components of chiral catalysts, e.g., transition metal complexes.
    Type: Grant
    Filed: November 14, 2013
    Date of Patent: August 26, 2014
    Assignee: Boehringer Ingelheim International GmbH
    Inventors: Zhengxu Han, Chris Hugh Senanayake
  • Patent number: 8809563
    Abstract: This invention relates to a Group 8 metal containing catalyst compound for the metathesis of olefins. This invention also relates to process to make alphaolefins comprising contacting an olefin, such as ethylene, with a feed oil containing a triacylglyceride (typically a fatty acid ester (such as methyl oleate)) with a Group 8 metal containing catalyst compound. The fatty acid ester may be a fatty acid methyl ester derived from biodiesel.
    Type: Grant
    Filed: June 28, 2012
    Date of Patent: August 19, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Matthew W. Holtcamp, Catherine A. Faler, Caol P. Huff, Matthew S. Bedoya, John R. Hagadorn
  • Publication number: 20140228573
    Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.
    Type: Application
    Filed: September 20, 2012
    Publication date: August 14, 2014
    Applicant: Dow Corning Corporation
    Inventors: Kurt Brandstadt, Simon Cook, Aswini Dash, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
  • Patent number: 8785671
    Abstract: The present invention provides a 6,13-dihalogen-5,14-dihydropentacene derivative and a method for production thereof. Compounds (b) and (c) are reacted through cross-coupling reaction in the presence of a metal compound and a lithiating agent to synthesize compound (d), which is then halogenated to thereby obtain a 6,13-dihalogen-5,14-dihydropentacene derivative (compound (e)). [wherein X1 and X2 are each a halogen atom, and R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 are each a hydrogen atom, an optionally substituted C1-C20 hydrocarbon group, etc.
    Type: Grant
    Filed: March 4, 2011
    Date of Patent: July 22, 2014
    Assignee: National University Corporation Hokkaido University
    Inventors: Tamotsu Takahashi, Ken-ichiro Kanno, Shi Li
  • Publication number: 20140187809
    Abstract: The present invention provides a novel ruthenium complex which has an excellent catalytic activity in terms of reactivity for an asymmetric reduction of a carbonyl compound and enantioselectivity, a catalyst using the ruthenium complex, and a method for preparing optically active alcohol compounds using the ruthenium complex. The present invention relates to a ruthenium complex having a ruthenacycle structure, a catalyst for an asymmetric reduction consisting of the ruthenium complex, and a method for preparing optically active alcohol compounds using the ruthenium complex.
    Type: Application
    Filed: April 2, 2012
    Publication date: July 3, 2014
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Kiyoto Hori, Kazuhiko Matsumura
  • Publication number: 20140135506
    Abstract: Disclosed are methods for making chiral phosphorus ligands including chiral phosphines, chiral phosphine oxides, phosphonamides, and aminophosphines. The chiral phosphorus ligands prepared by the methods of the invention are useful as components of chiral catalysts, e.g., transition metal complexes.
    Type: Application
    Filed: November 14, 2013
    Publication date: May 15, 2014
    Applicant: BOEHRINGER INGELHEIM INTERNATIONAL GMBH
    Inventors: Zhengxu HAN, Chris Hugh SENANAYAKE
  • Publication number: 20140080984
    Abstract: The present invention relates to a kind of novel carbene ligands and ruthenium catalysts, which is highly active and selective for ROMP and RCM reactions, respectively. It discloses the significant electronic and steric effect of different substituted carbene ligands on the catalytic activity and stability of corresponding carbene ruthenium complexes; some of novel ruthenium complexes in the invention can be broadly used as catalysts highly effectively and selective for ROMP and RCM reactions. The invention also relates to preparation of new ruthenium catalysts and the uses in metathesis. Moreover, the invention also provides effective methods of making various functional polymers by ROMP reaction in the presence of new ruthenium catalysts.
    Type: Application
    Filed: November 21, 2013
    Publication date: March 20, 2014
    Applicant: ZANNA SCITECH CO., LTD.
    Inventor: Zheng-Yun James ZHAN
  • Publication number: 20140051817
    Abstract: 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-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. The ruthenium and osmium carbene compounds may be used to catalyze olefin metathesis reactions.
    Type: Application
    Filed: October 30, 2013
    Publication date: February 20, 2014
    Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
    Inventors: Robert H. GRUBBS, PETER SCHWAB, SONBINH T. NGUYEN
  • Patent number: 8618317
    Abstract: The present invention relates to organic electroluminescence devices containing metal complexes having the formula (1) and metal complexes for use in organic electroluminescence devices.
    Type: Grant
    Filed: April 22, 2009
    Date of Patent: December 31, 2013
    Assignee: Merck Patent GmbH
    Inventors: Philipp Stoessel, Dominik Joosten, Esther Breuning, Hartmut Yersin, Uwe Monkowius
  • Publication number: 20130338370
    Abstract: The invention is directed to aryl alkylidene ruthenium complexes and the use of these complexes as catalysts in metathesis reactions.
    Type: Application
    Filed: August 5, 2013
    Publication date: December 19, 2013
    Applicant: Evonik Degussa GmbH
    Inventors: Renat Kadyrov, Anna Rosiak
  • Patent number: 8586757
    Abstract: Disclosed herein are compounds of the formula (I) or (II) in which: L is a neutral ligand; X, X? are anionic ligands; R1 and R2 are, separately, a hydrogen, a C1-C6 alkyl, a C1-C6 perhalogenoalkyl, a aldehyde, a ketone, an ester, a nitrile, an aryl, a pyridinium alkyl, an optionally substituted C5 or C6 pyridinium alkyl, perhalogenoalkyl or cyclohexyl, a Cnh2NY radical 10 with n between 1 and 6 and y an iconic marker, or a radical having the formula: wherein R1 can be a radical of formula (Ibis) when the compound has formula (I) or of formula (IIbis) when the compound has formula (II), R3 is a C1-C6 alkyl, or a C5 or C6 cycloalkyl or a C5 or C6 aryl; R0, R4, R5, R6, R7, R8, R9, R10, R11, are, separately, a hydrogen, C1-C6 alkyl, a C1-C6 perhalogenoalkyl, or a C5 or C6 aryl; wherein R9, R10, R11 can be a heterocycle; X1 is anion. R1 and R2 can form, with the N and the C to which they are attached, a heterocycle.
    Type: Grant
    Filed: February 13, 2013
    Date of Patent: November 19, 2013
    Assignee: Umicore AG & Co. KG
    Inventors: Marc Mauduit, Isabelle Laurent, Hervé Clavier
  • Patent number: 8563465
    Abstract: The hydrogen storage material of the invention is a hydrogen storage material comprising metal fine particles with hydrogen storage capacity, and an organic compound that has at least two specific groups that can bind with the metal fine particles, and that is bonded with the metal fine particles by the specific groups.
    Type: Grant
    Filed: June 16, 2009
    Date of Patent: October 22, 2013
    Assignees: JX Nippon Oil & Energy Corporation, The University of Tokyo
    Inventors: Hiroshi Nishihara, Tetsu Yonezawa, Yoshinori Yamanoi, Yuki Yamamoto, Yoshihiro Kobori, Shinji Oshima, Yukio Kobayashi, Shunsuke Maekawa
  • Patent number: 8530685
    Abstract: Monodentate gold ethynyl complexes having a gold-carbon bond and a gold-phosphorous bond, specifically, of formula I, may be useful in optoelectric devices, wherein Ar1 and Ar2 are independently monocyclic or polycyclic aryl, unsubstituted or substituted with one or more alkyl, alkenyl, alkoxy, aryl, aryloxy, fluoro, fluoroalkyl, or perfluoroalkyl; and R is substituted or unsubstituted aryl.
    Type: Grant
    Filed: July 30, 2012
    Date of Patent: September 10, 2013
    Assignee: General Electric Company
    Inventors: Srinivas Prasad Sista, Arunkumar Natarajan, Jie Jerry Liu, Patrick Joseph McCloskey, Joseph John Shiang
  • Publication number: 20130225774
    Abstract: 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-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. The ruthenium and osmium carbene compounds may be used to catalyze olefin metathesis reactions.
    Type: Application
    Filed: April 24, 2012
    Publication date: August 29, 2013
    Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
    Inventors: ROBERT H. GRUBBS, PETER SCHWAB, SONBINH T. NGUYEN
  • Patent number: 8519069
    Abstract: The present invention relates to a catalytic complex for olefin metathesis reactions, to a process for its preparation and to its use in olefin metathesis reactions, particularly in ring opening metathesis polymerisation (ROMP) reactions.
    Type: Grant
    Filed: July 7, 2010
    Date of Patent: August 27, 2013
    Assignee: RIMTEC Corporation
    Inventor: Renata Drozdzak
  • Patent number: 8507705
    Abstract: The invention affords C2-symmetrical ruthenocene diphosphine ligands with surface chirality and their manufacture. The present invention uses (S)-(S)-1,1?-2(diphenylphosphino)-2,2?-2[(S)-4-isopropyloxazolinyl] ruthenocene as raw material and the product is prepared through two or three steps of reaction. At the action of trifluoroacetic acid, (S)-(S)-1,1?-2(diphenylphosphino)-2,2?-2[(S)-4-isopropyloxazolinyl] ruthenocene first removes oxazoline and gets ester amides compound which then carries out ester exchange or reduction alkylation and gets the product of ruthenocene diphosphine ligand with surface chirality. The ligands prepared with the structure as follows from the invention can be used in all kinds of metallic catalysis asymmetric reaction and has good reaction activity and stereoselectivity, wherein R is methyl or ethyl, R1 is linear or branched alkyl, cycloalkyl, alkoxy, aryl, aralkyl and alkyl amino.
    Type: Grant
    Filed: June 8, 2007
    Date of Patent: August 13, 2013
    Assignee: Shanghai Jiaotong University
    Inventors: Wanbin Zhang, Fang Xie, Delong Liu, Li Luo, Genghong Hua, Jian Shang
  • Patent number: 8507398
    Abstract: Catalysts for metathesis reactions, in particular for the metathesis of nitrile rubber, are provided.
    Type: Grant
    Filed: August 18, 2008
    Date of Patent: August 13, 2013
    Assignee: LANXESS Deutschland GmbH
    Inventors: Ludek Meca, Lubica Triscikova, Heinz Berke, Kirsten Langfeld, Martin Schneider, Oskar Nuyken, Werner Obrecht
  • Publication number: 20130172568
    Abstract: Chelating ligand precursors for the preparation of olefin methathesis catalysts are disclosed. The resulting catalysts are air stable monomeric species capable of promoting various methathesis 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 methathesis 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 methathesis catalysts.
    Type: Application
    Filed: July 5, 2012
    Publication date: July 4, 2013
    Applicant: Materia, Inc.
    Inventors: Richard L. Pederson, Jason K. Woertink, Christopher M. Haar, David E. Gindelberger, Yann Schrodi
  • Publication number: 20130165649
    Abstract: Cls ruthenium complexes that can be used as catalysts are described. The complexes are generally square pyramidal in nature, having two anionic ligands X adjacent to each other. The complexes can be used as catalysts, for example in olefin metathesis reactions. Corresponding trans ruthenium complexes are also described, together with cationic complexes where one or both of the anionic ligands X are replaced by a non-co-ordinating anionic ligand.
    Type: Application
    Filed: March 21, 2011
    Publication date: June 27, 2013
    Inventor: Catherine Cazin
  • Publication number: 20130165660
    Abstract: A complex of formula (1), wherein, M is palladium or nickel, R1 and R2 are independently organic groups having 1-20 carbon atoms, or R1 and R2 are linked to form a ring structure with the phosphorus atom, R3 is selected from the group consisting of substituted and unsubstituted aryl, substituted and unsubstituted heteroaryl, and substituted and unsubstituted metallocenyl, R4 is an organic group having 1-20 carbon atoms, n is 0, 1, 2, 3, 4 or 5, X is an anionic ligand. A process for the preparation of the complex, and its use in carbon-carbon or carbon-nitrogen coupling reactions is also provided.
    Type: Application
    Filed: June 22, 2011
    Publication date: June 27, 2013
    Applicant: JOHNSON MATTHEY PUBLIC LIMITED COMPANY
    Inventors: Thomas John Colacot, Carin Johansson Seechurn, Sebastien Laurent Parisel
  • Publication number: 20130158219
    Abstract: The invention relates to compounds, in particular phosphinic ligands of metal complexes, as well as to metal complexes including said ligands and to supported catalysts including said metal complexes or said compounds. The invention also relates to methods for synthesizing said compounds, to complexes, and to supported catalysts, as well as to intermediate products used in said synthesis methods. The invention further relates to the uses of said compounds. The compounds of the invention are ferrocene compounds which have been functionalized so as to be capable of being heterogenized. The invention can be used in particular in the field of heterogeneous catalysis.
    Type: Application
    Filed: June 24, 2011
    Publication date: June 20, 2013
    Applicants: Universite de Bourgogne, Centre National De La Recherche Scientifique
    Inventors: Jean-Cyrille Hierso, Matthieu Beauperin, Philippe Meunier
  • Publication number: 20130116464
    Abstract: The present invention relates to metal complexes of the formula (1) and to electronic devices, in particular organic electro-luminescent devices, comprising these metal complexes.
    Type: Application
    Filed: June 17, 2011
    Publication date: May 9, 2013
    Applicant: Merk Patent GmbH
    Inventors: Philipp Stoessel, Dominik Joosten
  • Patent number: 8436197
    Abstract: The present invention is related to palladium complexes having substituted diarylideneacetone ligands and coupling and polymerization processes thereof.
    Type: Grant
    Filed: October 27, 2008
    Date of Patent: May 7, 2013
    Assignee: West Chester University of Pennsylvania of the State System of Higher Education
    Inventor: Felix E Goodson, III
  • Publication number: 20130096314
    Abstract: A method for preparing a ruthenium carbene complex precursor includes reacting a ruthenium refinery salt with a hydrogen halide to form a ruthenium intermediate, and reacting the ruthenium intermediate with an L-type ligand to form the ruthenium carbene complex precursor. A method for preparing a ruthenium vinylcarbene complex includes converting a ruthenium carbene complex precursor into a ruthenium hydrido halide complex, and reacting the ruthenium hydrido halide complex with a propargyl halide to form the ruthenium vinylcarbene complex. A method for preparing a ruthenium carbene complex includes converting a ruthenium carbene complex precursor into a ruthenium carbene complex having a structure (PR1R2R3)2Cl2Ru?CH—R4, wherein R1, R2, R3, and R4 are alike or different, and wherein covalent bonds may optionally exist between two or more of R1, R2, and R3 and/or two of R1, R2, and R3 taken together may optionally form a ring with phosphorous.
    Type: Application
    Filed: September 7, 2012
    Publication date: April 18, 2013
    Inventors: Linda A. Kunz, Steven A. Cohen
  • Publication number: 20130079530
    Abstract: The present invention provides a 6,13-dihalogen-5,14-dihydropentacene derivative and a method for production thereof. Compounds (b) and (c) are reacted through cross-coupling reaction in the presence of a metal compound and a lithiating agent to synthesize compound (d), which is then halogenated to thereby obtain a 6,13-dihalogen-5,14-dihydropentacene derivative (compound (e)). [wherein X1 and X2 are each a halogen atom, and R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 are each a hydrogen atom, an optionally substituted C1-C20 hydrocarbon group, etc.
    Type: Application
    Filed: March 4, 2011
    Publication date: March 28, 2013
    Inventors: Tamotsu Takahashi, Ken-ichiro Kanno, Shi Li
  • Patent number: 8394965
    Abstract: The invention relates to all compounds of the formula (I) or (II) in which: L is a neutral ligand; X, X? are anionic ligands; R1 and R2 are, separately, a hydrogen, a C1-C6 alkyl, a C1-C6 perhalogenoalkyl, a aldehyde, a ketone, an ester, a nitrile, an aryl, a pyridinium alkyl, an optionally substituted C5 or C6 pyridinium alkyl, perhalogenoalkyl or cyclohexyl, a Cnh2NY radical 10 with n between 1 and 6 and y an i8onic marker, or a radical having the formula: wherein R1 can be a radical of formula (Ibis) when the compound has formula (I) or of formula (IIbis) when the compound has formula (II), R3 is a C1-C6 alkyl, or a C5 or C6 cycloalkyl or a C5 or C6 aryl; R0, R4, R5, R6, R7, R8, R9, R10, R11, are, separately, a hydrogen, C1-C6 alkyl, a C1-C6 perhalogenoalkyl, or a C5 or C6 aryl; wherein R9, R10, R11 can be a heterocycle; X1 is anion. R1 and R2 can form, with the N and the C to which they are attached, a heterocycle.
    Type: Grant
    Filed: November 30, 2007
    Date of Patent: March 12, 2013
    Assignee: Umicore AG & Co. KG
    Inventors: Marc Mauduit, Isabelle Laurent, Hervé Clavier
  • Publication number: 20130041169
    Abstract: A catalyst composition comprising a neutral bimetallic diphenoxydiiminate complex of group 10 metals or Ni, Pd or Pt is disclosed. The compositions can be used for the preparation of homo- and co-polymers of olefinic monomer compounds.
    Type: Application
    Filed: August 6, 2012
    Publication date: February 14, 2013
    Applicant: Northwestern University
    Inventors: Tobin J. Marks, Brandon A. Rodriguez, Massimiliano Delferro
  • Publication number: 20130012725
    Abstract: A process for the conversion of a tertiary phosphine oxide to the corresponding tertiary phosphine includes reacting the tertiary phosphine oxide with a reducing tertiary phosphine, in the presence of a catalyst that catalyzes the conversion.
    Type: Application
    Filed: March 30, 2011
    Publication date: January 10, 2013
    Applicant: CHROMAFORA AB
    Inventors: Gaston Laven, Martin Kullberg
  • Publication number: 20130001472
    Abstract: To provide a novel material exhibiting excellent light-emitting characteristics using a heavy metal element having relatively abundant reserve.
    Type: Application
    Filed: March 4, 2011
    Publication date: January 3, 2013
    Applicants: SUMITOMO CHEMICAL COMPANY, LIMITED, YAMAGUCHI UNIVERSITY, HIROSHIMA UNIVERSITY
    Inventors: Joji Ohshita, Toshihiro Murafuji, Yusuke Kuramochi, Takashi Kaikoh, Hideyuki Higashimura
  • Publication number: 20120289729
    Abstract: This invention relates to a Group 8 catalyst compound for the metathesis of This invention also relates to process to make alphaolefins comprising contacting an olefin, such as ethylene, with a feed oil containing a triacylglyceride (typically a fatty acid ester (such as methyl oleate)) with a Group 8 catalyst compound. The fatty acid ester may be a fatty acid methyl ester derived from biodiesel.
    Type: Application
    Filed: June 28, 2012
    Publication date: November 15, 2012
    Inventors: Matthew W. HOLTCAMP, Catherine A. FALER, Caol P. HUFF, Matthew S. BEDOYA, John R. HAGADORN