CA2289709A1 - Ruthenium and osmium catalysts - Google Patents

Ruthenium and osmium catalysts Download PDF

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Publication number
CA2289709A1
CA2289709A1 CA002289709A CA2289709A CA2289709A1 CA 2289709 A1 CA2289709 A1 CA 2289709A1 CA 002289709 A CA002289709 A CA 002289709A CA 2289709 A CA2289709 A CA 2289709A CA 2289709 A1 CA2289709 A1 CA 2289709A1
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CA
Canada
Prior art keywords
butyl
compound
tert
group
bis
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
CA002289709A
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English (en)
French (fr)
Inventor
Paul Adriaan Van Der Schaaf
Andreas Hafner
Andreas Muhlebach
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2289709A1 publication Critical patent/CA2289709A1/en
Abandoned legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
    • B01J31/1825—Ligands comprising condensed ring systems, e.g. acridine, carbazole
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2265—Carbenes or carbynes, i.e.(image)
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0013—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group without a metal-carbon linkage
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/002—Osmium compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
    • C08G61/04—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms
    • C08G61/06—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds
    • C08G61/08—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds of carbocyclic compounds containing one or more carbon-to-carbon double bonds in the ring
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/10—Polymerisation reactions involving at least dual use catalysts, e.g. for both oligomerisation and polymerisation
    • B01J2231/14—Other (co) polymerisation, e.g. of lactides or epoxides
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
    • B01J2231/54—Metathesis reactions, e.g. olefin metathesis
    • B01J2231/543—Metathesis reactions, e.g. olefin metathesis alkene metathesis
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/821—Ruthenium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/825—Osmium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
CA002289709A 1997-06-27 1998-06-20 Ruthenium and osmium catalysts Abandoned CA2289709A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH1562/97 1997-06-27
CH156297 1997-06-27
PCT/EP1998/003781 WO1999000397A1 (en) 1997-06-27 1998-06-20 Ruthenium and osmium catalysts

Publications (1)

Publication Number Publication Date
CA2289709A1 true CA2289709A1 (en) 1999-01-07

Family

ID=4213330

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002289709A Abandoned CA2289709A1 (en) 1997-06-27 1998-06-20 Ruthenium and osmium catalysts

Country Status (11)

Country Link
US (1) US6306987B1 (enExample)
EP (1) EP0993466B1 (enExample)
JP (1) JP2002506455A (enExample)
KR (1) KR100569620B1 (enExample)
AU (1) AU8800498A (enExample)
BR (1) BR9810488A (enExample)
CA (1) CA2289709A1 (enExample)
DE (1) DE69819501T2 (enExample)
ES (1) ES2209185T3 (enExample)
MX (1) MX210210B (enExample)
WO (1) WO1999000397A1 (enExample)

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US7507854B2 (en) 1998-09-01 2009-03-24 Materia, Inc. Impurity reduction in Olefin metathesis reactions
US6696597B2 (en) 1998-09-01 2004-02-24 Tilliechem, Inc. Metathesis syntheses of pheromones or their components
DE19840107A1 (de) * 1998-09-03 2000-03-09 Bayer Ag Verfahren zur Synthese alpha-substituierter Ringsysteme
IT1314204B1 (it) * 1999-10-28 2002-12-06 Sigea Srl Complessi di rutenio con elevata attivita' antitumorale
RU2289568C2 (ru) * 2001-03-26 2006-12-20 Дау Глобал Текнолоджиз Инк. Способ метатезиса сложных эфиров ненасыщенных жирных кислот или ненасыщенных жирных кислот с низшими олефинами и композиция гетерогенного катализатора, предназначенная для способа метатезиса
CA2458904C (en) * 2001-08-30 2012-07-17 Materia, Inc. Infusion of cyclic olefin resins into porous materials
JP4138417B2 (ja) * 2001-09-28 2008-08-27 積水化学工業株式会社 有機金属化合物の合成方法
US6620955B1 (en) * 2001-11-15 2003-09-16 Richard L. Pederson Chelating carbene ligand precursors and their use in the synthesis of metathesis catalysts
CN100379716C (zh) 2002-04-29 2008-04-09 陶氏环球技术公司 关于种子油工业应用的综合化学方法
JP4455318B2 (ja) 2002-05-06 2010-04-21 ケール コーポレーション メタセシス反応による硬化性組成物
US7173097B2 (en) * 2003-05-06 2007-02-06 Kerr Corporation Metathesis-curable composition with a reaction control agent
US7060770B2 (en) * 2003-05-06 2006-06-13 Kerr Corporation Metathesis-curable composition with a reaction control agent
US7683148B2 (en) * 2003-05-06 2010-03-23 Kerr Corporation Metathesis-curable composition with a reaction control agent
US7060769B2 (en) 2003-05-06 2006-06-13 Kerr Corporation Method of curing composition by metathesis reaction using reaction control agent
WO2005040077A2 (en) 2003-10-09 2005-05-06 Dow Global Technologies Inc. An improved process for the synthesis of unsaturated alcohols
US7109344B2 (en) * 2003-12-04 2006-09-19 Boehringer Ingelheim International Gmbh Ruthenium catalyst
DE602004019973D1 (de) * 2003-12-08 2009-04-23 Boehringer Ingelheim Int Abtrennung von ruthenium-nebenprodukten durch behandlung mit überkritischen flüssigkeiten
DE102004002178A1 (de) 2004-01-15 2005-08-11 Ivoclar Vivadent Ag Dentalmeterialien auf der Basis von RÖMP-Kompositen
AU2011205218B2 (en) * 2004-03-29 2015-12-17 California Institute Of Technology Latent, high-activity olefin metathesis catalysts containing an N-heterocyclic carbene ligand
WO2005094345A2 (en) * 2004-03-29 2005-10-13 California Institute Of Technology Latent, high-activity olefin metathesis catalysts containing an n-heterocyclic carbene ligand
US7625551B2 (en) 2004-11-15 2009-12-01 Kerr Corporation Polyether-based dental impression material curable by metathesis reaction
US7645443B2 (en) 2004-11-15 2010-01-12 Kerr Corporation Polyether-based composition curable by metathesis reaction
US7001590B1 (en) 2004-11-15 2006-02-21 Kerr Corporation Metathesis-curable composition
EP2332963A3 (en) 2005-03-08 2011-11-16 Boehringer Ingelheim International Gmbh Process for preparing macrocyclic compounds
DK1934243T3 (da) 2005-09-09 2011-09-05 Boehringer Ingelheim Int Cykliserende metathesefremgangsmåde til fremstilling af makrocykliske peptider
DE602006017249D1 (de) * 2005-11-09 2010-11-11 Boehringer Ingelheim Int Herstellung von katalysatoren
PH12012501003B1 (en) 2005-11-16 2018-04-06 Cti Biopharma Corp Oxygen linked pyrimidine derivatives
US7625991B2 (en) 2006-02-21 2009-12-01 Kerr Corporation Method for making alkoxy-siloxane polyether carboxylates terminated with functional olefin groups
PL379879A1 (pl) 2006-06-07 2007-12-10 Umicore Ag & Co.Kg. Kompleksy rutenu i osmu, sposób ich wytwarzania oraz ich zastosowanie jako (pre)katalizatorów reakcji metatezy
JP5323691B2 (ja) * 2006-06-30 2013-10-23 エフ．ホフマン−ラ ロシュ アーゲー メタセシス反応用触媒としての新規ルテニウム錯体
DE102007020694A1 (de) 2007-05-03 2008-11-06 Evonik Degussa Gmbh Schwefelhaltige Metathesekatalysatoren
US8241575B2 (en) 2008-01-28 2012-08-14 The Johns Hopkins University Molecularly imprinted polymer sensor device
WO2009123209A1 (ja) * 2008-03-31 2009-10-08 日本ゼオン株式会社 重合性組成物、樹脂成形体、及び架橋樹脂成形体
EP2350159A1 (en) 2008-10-31 2011-08-03 Dow Global Technologies LLC Olefin metathesis process employing bimetallic ruthenium complex with bridging hydrido ligands
EP2398814A4 (en) 2009-02-18 2013-02-20 Henkel Corp THERMALLY SWITCHED RUTHENIUM INITIATORS
ES2391340B1 (es) 2010-05-11 2013-09-30 Melchor Daumal Castellón Conjunto soporte multifuncion para columna de direccion
KR101297431B1 (ko) * 2011-04-18 2013-08-19 주식회사 폴리사이언텍 폴리프로필렌계 수지조성물 및 이로부터 제조된 스크래치 자기재생성 성형품
PL220408B1 (pl) * 2011-09-26 2015-10-30 Inst Chemii Organicznej Polskiej Akademii Nauk Kompleks rutentu, sposób jego wytwarzania oraz zastosowanie
US10933409B2 (en) * 2016-02-01 2021-03-02 Seoul National University R&Db Foundation Transition metal complex containing sulfonamide or amide group for olefin metathesis reaction and application thereof
EP3528942B1 (en) * 2016-10-19 2021-04-28 Umicore Ag & Co. Kg Synthesis and characterization of ru alkylidene complexes
WO2022045204A1 (ja) * 2020-08-28 2022-03-03 Rimtec株式会社 酸素バリア性シクロオレフィン系樹脂硬化物
US20240352181A1 (en) * 2021-08-31 2024-10-24 Merck Patent Gmbh Composition

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AU691645B2 (en) * 1992-04-03 1998-05-21 California Institute Of Technology High activity ruthenium or osmium metal carbene complexes for olefin metathesis reactions and synthesis thereof

Also Published As

Publication number Publication date
US6306987B1 (en) 2001-10-23
JP2002506455A (ja) 2002-02-26
AU8800498A (en) 1999-01-19
ES2209185T3 (es) 2004-06-16
MX210210B (es) 2002-09-06
EP0993466B1 (en) 2003-11-05
WO1999000397A1 (en) 1999-01-07
EP0993466A1 (en) 2000-04-19
DE69819501D1 (de) 2003-12-11
DE69819501T2 (de) 2004-09-23
BR9810488A (pt) 2000-09-12
KR20010014234A (ko) 2001-02-26
KR100569620B1 (ko) 2006-04-11
MX9911931A (es) 2000-03-31

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