Plural Unsaturated Five-membered Carbocyclic Rings Bonded Directly To The Metal (e.g., Ferrorcenes, Bis Indenyl Iron, Etc.) Patents (Class 556/143)
  • Patent number: 10613095
    Abstract: Compounds of general formula I wherein Fc and Fc? may be the same or different and are substituted ferrocenyl moieties having at least one ring substituent selected from sulfur-containing groups, phosphorus-containing groups, iodo, chloro, silyl, fluoroalkyl groups containing two or more fluorine atoms, heteroaryl, substituted phenyl, and cyano, wherein if present as sole substituent the cyano group is located on the proximal cyclopentadienyl ring; X is a spacer, Y is a spacer, Z is a spacer; and R is a linker group. Compound I may be used to make labelled substrates, functionalised compounds for making labelled substrates and may be used as labels in an electrochemical assay.
    Type: Grant
    Filed: June 19, 2018
    Date of Patent: April 7, 2020
    Assignee: Binx Health Limited
    Inventors: Barrie Marsh, Christopher Frost, David Pearce
  • Patent number: 10502744
    Abstract: Compounds of general formula I wherein Fc and Fc? may be the same or different and are substituted ferrocenyl moieties having at least one ring substituent selected from sulfur-containing groups, phosphorus-containing groups, iodo, chloro, silyl, fluoroalkyl groups containing two or more fluorine atoms, heteroaryl, substituted phenyl, and cyano, wherein if present as sole substituent the cyano group is located on the proximal cyclopentadienyl ring; X is a spacer. Y is a spacer, Z is a spacer; and R is a linker group. Compound I may be used to make labelled substrates, functionalised compounds for making labelled substrates and may be used as labels in an electrochemical assay.
    Type: Grant
    Filed: February 27, 2018
    Date of Patent: December 10, 2019
    Assignee: Atlas Genetics Limited
    Inventors: Barrie Marsh, Christopher Frost, David Pearce
  • Patent number: 10344378
    Abstract: Methods are provided herein for forming transition metal oxide thin films, preferably Group IVB metal oxide thin films, by atomic layer deposition. The metal oxide thin films can be deposited at high temperatures using metalorganic reactants. Metalorganic reactants comprising two ligands, at least one of which is a cycloheptatriene or cycloheptatrienyl (CHT) ligand are used in some embodiments. The metal oxide thin films can be used, for example, as dielectric oxides in transistors, flash devices, capacitors, integrated circuits, and other semiconductor applications.
    Type: Grant
    Filed: May 18, 2017
    Date of Patent: July 9, 2019
    Assignee: ASM International N.V.
    Inventors: Timo Hatanpaa, Jaakko Niinisto, Mikko Ritala, Markku Leskela, Suvi Haukka
  • Publication number: 20150099677
    Abstract: The present disclosure relates to methods, systems, hydraulic fluids and additives for reducing the rate of surface current degradation for components in a hydraulic system, wherein the hydraulic system is exposed to phosphate-ester-based hydraulic fluid.
    Type: Application
    Filed: July 23, 2013
    Publication date: April 9, 2015
    Applicant: The Boeing Company
    Inventor: Harold E. Hager
  • Publication number: 20150072225
    Abstract: A non-aqueous secondary battery containing: a positive electrode containing a transition metal oxide as an active material thereof; a negative electrode; and a non-aqueous liquid electrolyte containing an electrolyte, an organic solvent, and less than 0.1 mol/L of an organometallic compound containing a transition element or a rare-earth element as a central metal thereof.
    Type: Application
    Filed: November 14, 2014
    Publication date: March 12, 2015
    Applicant: FUJIFILM CORPORATION
    Inventors: Yohei ISHIJI, Michio ONO
  • Patent number: 8865924
    Abstract: The present invention relates to compounds and their use as ligands, in particular, in metal catalyst complexes. The ligands of the invention are capable of binding to a solid support. The invention includes the ligands in their own right and when bound to a support and the compounds may be used to prepare metal catalyst complexes.
    Type: Grant
    Filed: June 7, 2013
    Date of Patent: October 21, 2014
    Assignee: University of Leeds
    Inventors: John Blacker, Kevin Treacher, Thomas Screen
  • Publication number: 20140170457
    Abstract: A secondary cell, in particular a lithium-sulfur cell, that encompasses a cathode having an electrochemically active cathode active material, an anode having an electrochemically active anode active material, and a liquid electrolyte, the cathode active material and/or anode active material changing, in the context of the charging or discharging operation, from a solid phase form into a liquid phase form that is soluble in the electrolyte. To increase the charging/discharging rate and cycle stability and to decrease overvoltages, the secondary cell encompasses at least one redox additive that is soluble in reduced form and oxidized form in the electrolyte and that is suitable for reacting with the phase-changing electrode active material in a redox reaction in such a way that the electrode active material is convertible from the solid phase form into the liquid phase form.
    Type: Application
    Filed: November 28, 2011
    Publication date: June 19, 2014
    Inventors: Marcus Wegner, Jens Grimminger, Martin Tenzer, Jake Christensen
  • Patent number: 8691998
    Abstract: Novel N-heterocyclic carbene ligand precursors, N-heterocyclic carbene ligands and N-heterocyclic metal-carbene complexes are provided. Metal-carbene complexes comprising N-heterocyclic carbene ligands can be chiral, which are useful for catalyzing enantioselective synthesis. Methods for the preparation of the N-heterocyclic carbene ligands and N-heterocyclic metal-carbene complexes are given.
    Type: Grant
    Filed: March 8, 2013
    Date of Patent: April 8, 2014
    Assignee: University of Florida Research Foundation, Inc.
    Inventors: Adam S. Veige, Mathew S. Jeletic, Roxy J. Lowry, Khalil A. Abboud
  • Patent number: 8592539
    Abstract: Methods of forming a cobaltocenium-containing polymer are provided through polymerizing a plurality of cobaltocenium-containing monomers via controlled radical polymerization or controlled ring-opening polymerization. Each cobaltocenium-containing monomer comprises a cobaltocenium moiety covalently connected to a polymerizable group. Cobaltocenium-containing monomers are also provided that include a cobaltocenium moiety covalently connected to a polymerizable group. Cobaltocenium-containing polymers are also generally provided, such as the polymers formed according to any of the methods or from any of the monomers discussed herein. Methods are also generally provided for exchanging an anion associated with a cobaltocenium side group of a cobaltocenium-containing polymer with a new anion.
    Type: Grant
    Filed: August 15, 2011
    Date of Patent: November 26, 2013
    Assignee: University of South Carolina
    Inventors: Chuanbing Tang, Lixia Ren
  • Patent number: 8492048
    Abstract: A redox fuel cell comprising an anode and a cathode separated by an ion selective polymer electrolyte membrane; means for supplying a fuel to the anode region of the cell; means for supplying an oxidant to the cathode region of the cell; means for providing an electrical circuit between the anode and the cathode; a catholyte solution comprising a modified ferrocene species being at least partially reduced at the cathode in operation of the cell, and at least partially re-generated by reaction with the oxidant after such reduction at the cathode.
    Type: Grant
    Filed: July 19, 2007
    Date of Patent: July 23, 2013
    Assignee: Acal Energy Limited
    Inventors: Kathryn Knuckey, Andrew Creeth
  • Patent number: 8455661
    Abstract: Novel N-heterocyclic carbene ligand precursors, N-heterocyclic carbene ligands and N-heterocyclic metal-carbene complexes are provided. Metal-carbene complexes comprising N-heterocyclic carbene ligands can be chiral, which are useful for catalyzing enantioselective synthesis. Methods for the preparation of the N-heterocyclic carbene ligands and N-heterocyclic metal-carbene complexes are given.
    Type: Grant
    Filed: February 15, 2008
    Date of Patent: June 4, 2013
    Assignee: University of Florida Research Foundation, Inc.
    Inventors: Adam Steven Veige, Mathew S. Jeletic, Roxy J. Lowry, Khalil A. Abboud
  • Patent number: 8304643
    Abstract: The present invention provides a photoelectric conversion material comprising a fullerene derivative represented by the formula C60(R1)5(MLn), wherein: each R1 independently represents an organic group having a substituent; M represents a metal atom; L is a ligand of M; and n is the number of Ls. Further, the present invention also provides a photoelectric conversion device having a self-assembled monomolecular film of the photoelectric conversion material, and a solar cell having the photoelectric conversion device.
    Type: Grant
    Filed: May 2, 2007
    Date of Patent: November 6, 2012
    Assignee: Japan Science and Technology Agency
    Inventors: Eiichi Nakamura, Yutaka Matsuo, Katsuhiko Kanaizuka
  • Patent number: 8163853
    Abstract: This invention relates to new transition metal complexes for use in olefin polymerization and oligomerization. The active complex is a pyridine amide having a metallocenyl substituent as part of the ligand structure. The invention also relates to novel precursors for the ligand systems of such complexes obtained from metallocenyl-substituted pyridine compounds through sequences involving addition-condensation or lithium-halogen exchange (with subsequent metathesis) reactions.
    Type: Grant
    Filed: August 13, 2010
    Date of Patent: April 24, 2012
    Assignee: Exxonmobil Chemical Patents Inc.
    Inventor: John R. Hagadorn
  • Publication number: 20120043491
    Abstract: The invention relates to doping capsules which have a substance which displays a decreasing transparency with increasing temperature within a defined temperature range due to physicochemical interactions with the polymer matrix to be doped. Likewise, the invention relates to composite systems which have a polymer matrix doped with the doping capsules. The capsules according to the invention are used for sun protection or heat reflection.
    Type: Application
    Filed: December 15, 2008
    Publication date: February 23, 2012
    Applicant: Fraunhofer-Gesellschaft Zur Forderung Der Angewandten Forschung E.V.
    Inventors: Arno Seeboth, Olaf Mühling, Ralf Ruhmann
  • Patent number: 7994355
    Abstract: The present invention relates to metallocene-based phosphine ligands having chirality at phosphorus and at least one other element of chirality (planar chirality and/or chirality at carbon); and to the use of such ligands in asymmetric transformation reactions to generate high enantiomeric excesses of formed compounds. A method for the preparation of ligands according to the invention involving the conversion of the ortho-lithiated substituted metallocene to a phosphine chiral at phosphorus is also disclosed.
    Type: Grant
    Filed: January 14, 2005
    Date of Patent: August 9, 2011
    Assignee: Solvias AG
    Inventors: Wei-Ping Chen, John Whittall
  • Publication number: 20110179697
    Abstract: A method of making ferrocene and other metallocenes involves adding a metal halide, such as iron chloride (FeCl3), to a solution of diethylamine, cyclopentadiene, a crown ether, and a metal (Fe° powder, Na° or K°). After stirring the boiling mixture, the diethylamine is removed, and the residue extracted with a hydrocarbon condensate. The extract is filtered and vacuum stripped to crystallize the metallocene, such as ferrocene from the solution. The method provides an improved process for producing organometallic compounds containing a transition element as the metal component. The method also provides an improved process for the production of bis(cyclopentadienil) transition element compounds marked by economy of operation and good yields. The resulting products have been shown to increase octane ratings and reduce NOx emissions in motor fuels.
    Type: Application
    Filed: January 27, 2010
    Publication date: July 28, 2011
    Inventors: ALIMAMED L. SHABANOV, ELMIRA M. RAMAZANOVA
  • Patent number: 7943110
    Abstract: A crosslinked carbon nanotube, in which multiple carbon nanotubes therein are crosslinked with each other at multiple cross-linking sites via a connecting group containing a ?-electron conjugation system, and the bond between the connecting group and the carbon nanotube is not an ester or amido bond.
    Type: Grant
    Filed: September 26, 2008
    Date of Patent: May 17, 2011
    Assignee: FUJIFILM Corporation
    Inventors: Yoshio Inagaki, Kenta Yoshida, Hirotaka Kitagawa
  • Patent number: 7935841
    Abstract: The invention concerns an enantiomerically enriched compound of formula (1) or the opposite enantiomer thereof wherein each of Ar1—Ar4 represent the same or different aromatic groups of up to 20 carbon atoms and the bridging group X is the formula (5) in which * denotes points of attachment to phosphorus atoms and methods of making thereof.
    Type: Grant
    Filed: April 18, 2007
    Date of Patent: May 3, 2011
    Assignees: Dr. Reddy's Laboratories Limited, Dr. Reddy's Laboratories, Inc.
    Inventors: Philip M. Jackson, Ian Campbell Lennon, Martin E. Fox
  • Publication number: 20110077393
    Abstract: Disclosed herein are novel methods of using polymeric adsorbent resin for chemical synthesis and the purification of product therefrom. Also disclosed herein is a novel method of using silica gel for the combination of chemical reaction and chromatography into a single step. The methods disclosed herein increase the efficiency of chemical synthesis processes. Accordingly, the utility of the methods disclosed herein includes the ability to automate chemical synthesis and purification of the resulting products.
    Type: Application
    Filed: August 9, 2010
    Publication date: March 31, 2011
    Applicant: UNIVERSITY OF LOUISVILLE RESEARCH FOUNDATION
    Inventors: Gerald B. Hammond, Bo Xu
  • Patent number: 7906669
    Abstract: The present invention concerns a metallocene-based phosphine ligand for use in enantioselective catalysis, the ligand having the Formula (I): Wherein M is a metal; Z is P or As; L is a suitable linker; R1 is selected from alkyl, alkoxy, alkylamino, cycloalkyl, cycloalkoxy, cycloalkylamino carbocyclic aryl, substituted and unsubstituted carbocyclic aryloxy, heteroaryl, heteroaryloxy, carbocyclic arylamino and heteroarylamino; X* is selected from (II): Wherein R, R2 and R3 are independently selected from optionally substituted branched- and straight-chain alkyl, cycloalkyl, heterocycloalkyl, carbocyclic aryl, and heteroaryl.
    Type: Grant
    Filed: January 13, 2006
    Date of Patent: March 15, 2011
    Assignee: Solvias AG
    Inventors: Peter McCormack, Chen Weiping, John Whittall
  • Patent number: 7893290
    Abstract: A method for preparing organometallic complexes of the general formula (I): M(RPD)2??(I) in which M may be iron, ruthenium, or osmium, R is hydrogen or an alkyl group having about 1 to 4 carbon atoms, and PD is a cyclic or open chain dienyl system that is known to form a sandwich type complex is provided. The complexes having formula (I) have a metal purity of at least about 99.99%. The method involves reacting a M(III) trichloride hydrate with an HRPD compound and at least one reducing metal, such as aluminum, in an alcohol solvent.
    Type: Grant
    Filed: April 13, 2010
    Date of Patent: February 22, 2011
    Assignee: W.C. Heraeus GmbH
    Inventors: Jan Schapp, Kevin King, Stephen Jeffery
  • Patent number: 7858817
    Abstract: This invention relates to new transition metal complexes for use in olefin polymerization and oligomerization. The active complex is a pyridine amide having a metallocenyl substituent as part of the ligand structure. The invention also relates to novel precursors for the ligand systems of such complexes obtained from metallocenyl-substituted pyridine compounds through sequences involving addition-condensation or lithium-halogen exchange (with subsequent metathesis) reactions.
    Type: Grant
    Filed: March 10, 2008
    Date of Patent: December 28, 2010
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventor: John R. Hagadorn
  • Patent number: 7790913
    Abstract: The present invention provides a method for producing a fullerene derivative comprising reacting: a fullerene; an organometallic reagent (A) comprising B, Al, Zn, Sn, Pb, Te, Ti, Mn, Zr or Sm; and a copper compound (B).
    Type: Grant
    Filed: March 15, 2007
    Date of Patent: September 7, 2010
    Assignee: Japan Science and Technology Agency
    Inventors: Eiichi Nakamura, Yutaka Matsuo, Takahiro Nakae
  • Patent number: 7683184
    Abstract: The heterocyclic compound of the present invention is represented by general formula (I) and is suitable to forming an optical recording layer in an optical recording medium to which short-wavelength light is applied for recording and playing-back.
    Type: Grant
    Filed: August 18, 2005
    Date of Patent: March 23, 2010
    Assignee: Adeka Corporation
    Inventors: Satoshi Yanagisawa, Yusuke Kubota
  • Patent number: 7645893
    Abstract: Substituted ferrocenium compounds comprising at least one pendant oleophilic substituent on at least one of the cyclopentadienyl groups and an inert, compatible, noncoordinating, anion and processes for use thereof as catalyst activators for addition polymerizations or as oxidizing agents for metal complex syntheses.
    Type: Grant
    Filed: October 25, 2005
    Date of Patent: January 12, 2010
    Assignee: Dow Global Technologies, Inc.
    Inventors: Robert K. Rosen, Melissa D. Tankersley
  • Publication number: 20090176960
    Abstract: An improved method for imparting excellent long-term dielectric performance to an in-service electrical cable section having a stranded conductor surrounded by a conductor shield encased in a polymeric insulation and having an interstitial void volume in the region of the conductor, the cable section having an average operating temperature T.
    Type: Application
    Filed: January 6, 2009
    Publication date: July 9, 2009
    Applicant: Novinium, Inc.
    Inventors: Glen J. Bertini, Gary A. Vincent
  • Publication number: 20090088582
    Abstract: A crosslinked carbon nanotube, in which multiple carbon nanotubes therein are crosslinked with each other at multiple cross-linking sites via a connecting group containing a ?-electron conjugation system, and the bond between the connecting group and the carbon nanotube is not an ester or amido bond.
    Type: Application
    Filed: September 26, 2008
    Publication date: April 2, 2009
    Applicant: FUJIFILM Corporation
    Inventors: Yoshio Inagaki, Kenta Yoshida, Hirotaka Kitagawa
  • Patent number: 7390915
    Abstract: An anti-cancer agent contains a phosphine transition metal complex having a ferrocene skeleton, the complex being represented by general formula (3) below: (wherein R1, R2, R3, and R4 each represent a linear or branched alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, or an aralkyl group; A represents a linear or branched alkyl group, a phenyl group, or a hydrogen atom; M1 represents a transition metal atom selected from the group consisting of gold, copper, platinum, and silver; and X1 represents an anion).
    Type: Grant
    Filed: August 20, 2007
    Date of Patent: June 24, 2008
    Assignee: Nippon Chemical Industrial Co., Ltd
    Inventors: Hiroaki Kodama, Keisuke Ohto, Nobuhiko Oohara, Kazuhiro Nakatsui, Yoshirou Kaneda
  • Patent number: 7198771
    Abstract: The invention comprises a chemical composition with the structure shown below. The composition can be polymerized or pyrolyzed, forming transition metal nanoparticles homogeneously dispersed in a thermoset or carbon composition. The size of the nanoparticles can be controlled by manipulating the number and arrangement of functional groups in the composition and by changing the conditions of the polymerization or pyrolysis. The resulting thermosets and carbon compositions have useful magnetic, electric, mechanical, catalytic and/or optical properties.
    Type: Grant
    Filed: August 28, 2003
    Date of Patent: April 3, 2007
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Teddy M. Keller, Joseph Perrin, Syed B. Qadri
  • Patent number: 7157592
    Abstract: A method for producing ferrocene and other organometallic compounds of cyclopentadiene is disclosed. Dry iron chloride (or other selected metal salt) is added to a solution of cyclopentadiene, diethylamine, potassium and dibenzo-18-crown-6 ether in a cooled flask under a dry nitrogen atmosphere. The solution is mixed vigorously for a few hours and any excess diethylamine is evaporated. Ferrocene (or other organometallic compounds of cyclopentadiene) is extracted from the residue using petroleum ether, and any solvent is removed.
    Type: Grant
    Filed: December 30, 2005
    Date of Patent: January 2, 2007
    Assignee: Property Development Corporation International Ltd., Inc.
    Inventors: Elmira M. Ramazanova, Alimamed L. Shebanov
  • Patent number: 7112638
    Abstract: A metallocene compound of general formula (I): LGZMXp, wherein L is a divalent group, Z is a moiety of formula (II), wherein R3 and R4 are selected from hydrogen and hydrocarbon groups; A and B are selected from S, O or CR5, wherein R5 is selected from hydrogen and hydrocarbon groups, either A or B being different from CR5; G is a moiety of formula (III), wherein R6, R7, R8 and R9 are selected from hydrogen and hydrocarbon groups, M is an atom of a transition metal, X is selected from a halogen atom, a R10, OR10, OSO2CF3, OCOR10, SR10, NR102 or PR102 group, wherein the substituents R10 is hydrogen and a hydrocarbon group; p is an integer from 0 to 3.
    Type: Grant
    Filed: December 22, 2000
    Date of Patent: September 26, 2006
    Assignee: Basell Polyolefine GmbH
    Inventors: Ilya E. Nifant'ev, Simona Guidotti, Luigi Resconi, Ilya P. Laishevtsev
  • Patent number: 7078444
    Abstract: Photoacid generator salts comprising photoactive cationic moieties and segmented, highly fluorinated-hydrocarbon anionic moieties are disclosed which provide high photoacid strength and can be tailored for solubility and polarity. The present invention further relates to photoacid generators as they are used in photoinitiated acid-catalyzed processes for uses such as photoresists for microlithography and photopolymerization.
    Type: Grant
    Filed: January 5, 2005
    Date of Patent: July 18, 2006
    Assignee: 3M Innovative Properties Company
    Inventors: William M. Lamanna, Gregory D. Clark, Richard M. Flynn, Zai-Ming Qiu
  • Patent number: 7015342
    Abstract: The invention relates to ferrocenyl ligands of general formula (II), the Sfc,S-enantiomer or the Rfc,R-enantiomer of the ferrocenyl ligands of formula (II) being enriched, and a method for producing such ligands.
    Type: Grant
    Filed: April 17, 2003
    Date of Patent: March 21, 2006
    Assignee: Degussa AG
    Inventors: Paul Knochel, Matthias Lotz, Axel Monsees, Thomas Riermeier, Renat Kadyrov, Juan Jose Almena Perea
  • Patent number: 7009065
    Abstract: The invention relates to bidentate organophosphorous ferrocenyl ligands containing ligands of formula (I), to their complex compounds and to their utilization in catalytic processes.
    Type: Grant
    Filed: March 10, 2003
    Date of Patent: March 7, 2006
    Assignee: Degussa AG
    Inventors: Paul Knochel, Matthias Lotz, Axel Monsees, Thomas Riermeier, Renat Kadyrov, Juan Jose Almena Perea
  • Patent number: 6919468
    Abstract: Asymmetric, disubstituted metallocene compounds have the general formula CpMCp? where M is a metal selected from the group consisting of Ru, Os and Fe; Cp is a first substituted cyclopentadienyl or indenyl moiety that includes at least one substituent group D1; Cp? is a second substituted cyclopentadienyl or indenyl moiety that includes at least one substituent group D1?. D1 is different from D1?.
    Type: Grant
    Filed: October 16, 2003
    Date of Patent: July 19, 2005
    Assignee: Praxair Technology, Inc.
    Inventors: David M. Thompson, Cynthia A. Hoover
  • Patent number: 6890504
    Abstract: The invention comprises a chemical composition with the structure shown below. The composition can be polymerized or pyrolyzed, forming transition metal nanoparticles homogeneously dispersed in a thermoset or carbon composition. The size of the nanoparticles can be controlled by manipulating the number and arrangement of functional groups in the composition and by changing the conditions of the polymerization or pyrolysis. The resulting thermosets and carbon compositions have useful magnetic, electric, mechanical, catalytic and/or optical properties.
    Type: Grant
    Filed: August 28, 2003
    Date of Patent: May 10, 2005
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Teddy M. Keller, Syed B. Qadri
  • Patent number: 6884901
    Abstract: A method for producing Group 8 (VIII) metallocene or metallocene-like compounds employs a compound that includes a Cp? anion, such as found, together with a counterion, in a cyclopentadienide or cyclopentadienide-like salt. In one embodiment, the method includes reacting a metal salt, a (Cp) compound, such as a substituted or unsubstituted cyclopentadiene or indene, and a ligand (L) to form an intermediate compound and reacting the intermediate compound with a Cp? compound, eg., a cyclopentadienide or cyclopentadienide-like salt, where the metal salt can be is a ruthenium, an osmium or an iron halide or nitrate and L is an electron pair donor. Unsubstituted, mono-substituted as well as symmetrically or asymmetrically di- or multi-substituted metallocenes or metallocene-like compounds can be produced. In another embodiment, unsubstituted or symmetrically substituted metallocenes are formed by reacting MX2(PPh3)m with a Cp? compound, where m=3 or 4.
    Type: Grant
    Filed: October 16, 2003
    Date of Patent: April 26, 2005
    Assignee: Praxair Technology, Inc.
    Inventors: David M. Thompson, Cynthia A. Hoover
  • Patent number: 6867310
    Abstract: The present invention provides transition-metal-catalyst-based methods for the arylation and vinylation of activated methyl, methylene, and methine carbons with aryl halides, vinyl halides, and the like. The methods of the invention provide several improvements over existing methods, including the ability to synthesize efficiently and under mild conditions ?-aryl and ?-vinyl products from a wide range of starting materials, including ketones, esters, hydrazones, and imines. Furthermore, the methods of the invention may be used in an asymmetric sense, i.e. to produce enantiomerically-enriched chiral ?-aryl and ?-vinyl products.
    Type: Grant
    Filed: January 27, 1999
    Date of Patent: March 15, 2005
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, John P. Wolfe, Jens Ahman, Malisa Troutman, Michael Palucki, Ken Kamikawa, Andre Chieffi
  • Patent number: 6846345
    Abstract: A process of making metal nanoparticles comprising the steps of: providing a precursor composition comprising at least one metallic compound and at least one organic compound; wherein the organic compound is selected from the group consisting of an ethynyl compound, a metal-ethynyl complex, and combinations thereof, wherein the precursor composition is a liquid or solid at room temperature; and heating the precursor composition under conditions effective to produce metal nanoparticles. A metal nanoparticle composition comprising metal nanoparticles dispersed homogenously in a matrix selected from the group consisting of ethynyl polymer, crosslinked ethynyl polymer, amorphous carbon, carbon nanotubes, carbon nanoparticles, graphite, and combinations thereof.
    Type: Grant
    Filed: July 26, 2002
    Date of Patent: January 25, 2005
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Teddy M. Keller, Syed B. Qadri
  • Publication number: 20040229749
    Abstract: A composition of matter comprising a compound having the general formula:
    Type: Application
    Filed: May 14, 2003
    Publication date: November 18, 2004
    Inventors: Francois Gabbai, Mani Ganesan, Dave S. Pope, Jimmy D. Brown, Donald L. Wharry, Paul K. Hurlburt
  • Patent number: 6800776
    Abstract: Ferrocenecarbonyl and toluene bromide are reacted in an ether solvent and in the presence of magnesium metal as a catalyst. The liquid portion of the reaction mixture is introduced into a silica gel column, wherein the weak acidity of the silica gel is able to dehydrate the reaction intermediate ferrocenyl alcohol product. The column is eluted with ethyl acetate/n-hexane, and after evaporating the solvent from the eluate collected, a purified ferrocenyl substituted styrene is obtained.
    Type: Grant
    Filed: September 23, 2003
    Date of Patent: October 5, 2004
    Assignee: Chung-Shan Institute of Science & Technology
    Inventors: Shean-Jeng Jong, Tseng-Rong Wu
  • Publication number: 20040171858
    Abstract: Asymmetric, disubstituted metallocene compounds have the general formula CpMCp′ where M is a metal selected from the group consisting of Ru, Os and Fe; Cp is a first substituted cyclopentadienyl or indenyl moiety that includes at least one substituent group D1; Cp′ is a second substituted cyclopentadienyl or indenyl moiety that includes at least one substituent group D1′. D1 is different from D1′.
    Type: Application
    Filed: October 16, 2003
    Publication date: September 2, 2004
    Inventors: David M. Thompson, Cynthia A. Hoover
  • Patent number: 6777559
    Abstract: A process for the preparation heterocyclic indene analogs, especially with the preparation of 4-hydroxycarbazole or N-protected 4-hydroxycarbazole, involves cyclocarbonylation followed by saponification. This process avoids high temperatures and high catalyst loadings.
    Type: Grant
    Filed: January 22, 2002
    Date of Patent: August 17, 2004
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michelangelo Scalone, Thomas Albert Zeibig
  • Publication number: 20040127732
    Abstract: A method for producing Group 8 (VIII) metallocene or metallocene-like compounds employs a compound that includes a Cp′ anion, such as found, together with a counterion, in a cyclopentadienide or cyclopentadienide-like salt. In one embodiment, the method includes reacting a metal salt, a (Cp) compound, such as a substituted or unsubstituted cyclopentadiene or indene, and a ligand (L) to form an intermediate compound and reacting the intermediate compound with a Cp′ compound, eg., a cyclopentadienide or cyclopentadienide-like salt, where the metal salt can be is a ruthenium, an osmium or an iron halide or nitrate and L is an electron pair donor. Unsubstituted, mono-substituted as well as symmetrically or asymmetrically di- or multi-substituted metallocenes or metallocene-like compounds can be produced. In another embodiment, unsubstituted or symmetrically substituted metallocenes are formed by reacting MX2(PPh3)m with a Cp′ compound, where m=3 or 4.
    Type: Application
    Filed: October 16, 2003
    Publication date: July 1, 2004
    Inventors: David M. Thompson, Cynthia A. Hoover
  • Publication number: 20040126485
    Abstract: Disclosed herein is a process for producing a film, coating or powder employing a metallocene or metallocene-like precursor having the general formula CpMCp′, where M is a metal selected from the group consisting of Ru, Os and Fe; Cp is a first substituted cyclopentadienyl or cyclopentadienyl-like, e.g., indenyl, moiety that includes at least one substituent group D1, where D1 is X; Ca1Hb1Xc1; Ca2Hb2Xc2(C═O)Ca1Hb1Xc1; Ca2Hb2Xc2OCa1Hb1Xc1; Ca2Hb2Xc2(C═O)OCa1Hb1Xc1; or Ca2Hb2Xc2O(C═O)Ca1Hb1Xc1; and Cp′ is a second substituted cyclopentadienyl or cyclopentadienyl-like, e.g., indenyl, moiety that includes at least one substituent group D1′, where D1′ is X; Ca1Hb1Xc1; Ca2Hb2Xc2(C═O)Ca1Hb1Xc1; Ca2Hb2Xc2OCa1Hb1Xc1; Ca2Hb2Xc2(C═O)OCa1Hb1X1; or Ca2Hb2Xc2O(C═O)Ca1Hb1Xc1. D1 and D1′ are different from one another.
    Type: Application
    Filed: October 16, 2003
    Publication date: July 1, 2004
    Inventors: David M. Thompson, Cynthia A. Hoover, John D. Peck, Michael M. Litwin
  • Publication number: 20040116727
    Abstract: Novel polynuclear organometallic complexes useful as catalysts for the reversible deshydrogenation of alkanes and alkane group are disclosed. The novel compounds comprise a first transition, a second transition metal p-bonded to an ?5-aromatic ligand, and a pincer ligand. The pincer ligand comprises a 6p-electron aromatic ring having at least 2 ring atoms in an 1, 3 relationship bonded each to a neutral Lewis base through a bridge, the bridge being a diradical. The pincer ligand binds the first transition metal through each of the Lewis bases and through the ring atom adjacent to both Lewis bases and p-coordinates the second transition metal through all aromatic ring atoms. The first transition metal may also bond to 2 or 4 hydrogen atoms.
    Type: Application
    Filed: February 3, 2004
    Publication date: June 17, 2004
    Inventor: Avtandil Koridze
  • Publication number: 20040097749
    Abstract: The invention relates to a method for producing substituted cyclopentadiene compounds and to cyclopentadiene compounds obtained by said method.
    Type: Application
    Filed: September 11, 2003
    Publication date: May 20, 2004
    Inventors: Shahram Mihan, Markus Enders, Gerald Kohl
  • Publication number: 20040044236
    Abstract: The invention comprises a chemical composition with the structure shown below. The composition can be polymerized or pyrolyzed, forming transition metal nanoparticles homogeneously dispersed in a thermoset or carbon composition. The size of the nanoparticles can be controlled by manipulating the number and arrangement of functional groups in the composition and by changing the conditions of the polymerization or pyrolysis. The resulting thermosets and carbon compositions have useful magnetic, electric, mechanical, catalytic and/or optical properties.
    Type: Application
    Filed: August 28, 2003
    Publication date: March 4, 2004
    Inventors: Teddy M. Keller, Joseph Perrin, Syed B. Qadri
  • Publication number: 20040044237
    Abstract: The invention comprises a chemical composition with the structure shown below. The composition can be polymerized or pyrolyzed, forming transition metal nanoparticles homogeneously dispersed in a thermoset or carbon composition. The size of the nanoparticles can be controlled by manipulating the number and arrangement of functional groups in the composition and by changing the conditions of the polymerization or pyrolysis. The resulting thermosets and carbon compositions have useful magnetic, electric, mechanical, catalytic and/or optical properties.
    Type: Application
    Filed: August 28, 2003
    Publication date: March 4, 2004
    Inventors: Teddy M. Keller, Joseph Perrin
  • Patent number: 6673953
    Abstract: The invention comprises a chemical composition with the structure shown below. The composition can be polymerized or pyrolyzed, forming transition metal nanoparticles homogeneously dispersed in a thermoset or carbon composition. The size of the nanoparticles can be controlled by manipulating the number and arrangement of functional groups in the composition and by changing the conditions of the polymerization or pyrolysis. The resulting thermosets and carbon compositions have useful magnetic, electric, mechanical, catalytic and/or optical properties.
    Type: Grant
    Filed: December 10, 2001
    Date of Patent: January 6, 2004
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Teddy M. Keller, Joseph Perrin, Syed B. Qadri