ZA201305726B - Z-selective olefin metathesis catalysts and their synthetic procedure - Google Patents

Z-selective olefin metathesis catalysts and their synthetic procedure

Info

Publication number
ZA201305726B
ZA201305726B ZA2013/05726A ZA201305726A ZA201305726B ZA 201305726 B ZA201305726 B ZA 201305726B ZA 2013/05726 A ZA2013/05726 A ZA 2013/05726A ZA 201305726 A ZA201305726 A ZA 201305726A ZA 201305726 B ZA201305726 B ZA 201305726B
Authority
ZA
South Africa
Prior art keywords
synthetic procedure
olefin metathesis
metathesis catalysts
selective olefin
selective
Prior art date
Application number
ZA2013/05726A
Other languages
English (en)
Inventor
Paresma Rasiklal Patel
Bennjamin Keith Keitz
Robert Howard Grubbs
Myles Benton Herbert
Koji Endo
Original Assignee
California Inst Of Techn
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 California Inst Of Techn filed Critical California Inst Of Techn
Publication of ZA201305726B publication Critical patent/ZA201305726B/en

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2204Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208Oxygen, e.g. acetylacetonates
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2282Unsaturated compounds used as ligands
    • B01J31/2295Cyclic compounds, e.g. cyclopentadienyls
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/12Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2265Carbenes or carbynes, i.e.(image)
    • B01J31/2269Heterocyclic carbenes
    • B01J31/2273Heterocyclic carbenes with only nitrogen as heteroatomic ring members, e.g. 1,3-diarylimidazoline-2-ylidenes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2265Carbenes or carbynes, i.e.(image)
    • B01J31/2278Complexes comprising two carbene ligands differing from each other, e.g. Grubbs second generation catalysts
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/02Metathesis reactions at an unsaturated carbon-to-carbon bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/02Metathesis reactions at an unsaturated carbon-to-carbon bond
    • C07C6/04Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0046Ruthenium compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/50Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
    • B01J2231/54Metathesis reactions, e.g. olefin metathesis
    • B01J2231/543Metathesis reactions, e.g. olefin metathesis alkene metathesis
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0261Complexes comprising ligands with non-tetrahedral chirality
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82Metals of the platinum group
    • B01J2531/821Ruthenium
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2204Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208Oxygen, e.g. acetylacetonates
    • B01J31/2226Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2204Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208Oxygen, e.g. acetylacetonates
    • B01J31/2226Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/223At least two oxygen atoms present in one at least bidentate or bridging ligand
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C07C2531/22Organic complexes
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/52Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
ZA2013/05726A 2011-01-14 2013-07-29 Z-selective olefin metathesis catalysts and their synthetic procedure ZA201305726B (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US201161432849P 2011-01-14 2011-01-14
US201161433949P 2011-01-18 2011-01-18
US201161515262P 2011-08-04 2011-08-04
PCT/US2012/021609 WO2012097379A2 (en) 2011-01-14 2012-01-17 Z-selective olefin metathesis catalysts and their synthetic procedure

Publications (1)

Publication Number Publication Date
ZA201305726B true ZA201305726B (en) 2018-12-19

Family

ID=46507707

Family Applications (2)

Application Number Title Priority Date Filing Date
ZA2013/05726A ZA201305726B (en) 2011-01-14 2013-07-29 Z-selective olefin metathesis catalysts and their synthetic procedure
ZA2014/08071A ZA201408071B (en) 2011-01-14 2014-11-04 Z-selective olefin metathesis catalysts and their synthetic procedure

Family Applications After (1)

Application Number Title Priority Date Filing Date
ZA2014/08071A ZA201408071B (en) 2011-01-14 2014-11-04 Z-selective olefin metathesis catalysts and their synthetic procedure

Country Status (13)

Country Link
US (1) US9597674B2 (OSRAM)
EP (1) EP2663398B1 (OSRAM)
JP (1) JP5893646B2 (OSRAM)
KR (1) KR101835170B1 (OSRAM)
CN (1) CN103402628B (OSRAM)
AU (1) AU2012206966B2 (OSRAM)
BR (1) BR112013017938B1 (OSRAM)
CA (1) CA2824518C (OSRAM)
IL (1) IL227432A (OSRAM)
PL (1) PL2663398T3 (OSRAM)
SG (1) SG191980A1 (OSRAM)
WO (1) WO2012097379A2 (OSRAM)
ZA (2) ZA201305726B (OSRAM)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8987531B2 (en) 2012-03-05 2015-03-24 California Institute Of Technology Syntheses of Z-olefin-containing lepidopteran insect pheromones
CA2868946A1 (en) 2012-06-29 2014-01-03 Apeiron Synthesis S.A. Metal complexes, their application and methods of carrying out a metathesis reaction
US9234985B2 (en) 2012-08-01 2016-01-12 California Institute Of Technology Birefringent polymer brush structures formed by surface initiated ring-opening metathesis polymerization
WO2014022482A1 (en) 2012-08-01 2014-02-06 California Institute Of Technology Solvent-free enyne metathesis polymerization
CN104854119B (zh) * 2012-12-12 2017-09-08 加州理工学院 Z‑选择性复分解催化剂
US9663440B2 (en) 2013-04-09 2017-05-30 Materia, Inc. Cross metathesis of poly-branched poly-olefins
US9758445B2 (en) 2013-04-09 2017-09-12 Materia, Inc. Preparation of surfactants via cross-metathesis
CA2908383A1 (en) * 2013-04-09 2014-10-16 Materia, Inc. Preparation of surfactants via cross-metathesis
WO2014186631A1 (en) * 2013-05-15 2014-11-20 California Institute Of Technology Highly z-selective and enantioselective ring opening/cross metathesis
US9938253B2 (en) 2013-06-12 2018-04-10 Trustees Of Boston College Catalysts for efficient Z-selective metathesis
WO2016014954A1 (en) * 2014-07-25 2016-01-28 California Institute Of Technology Tandem z-selective metathesis / dihydroxylation
CN108779134B (zh) * 2015-09-24 2023-10-03 优美科股份公司及两合公司 金属卡宾烯烃易位催化剂
WO2017100585A1 (en) 2015-12-10 2017-06-15 Materia, Inc. Olefin metathesis catalysts
PL3528942T3 (pl) * 2016-10-19 2021-11-08 Umicore Ag & Co. Kg Synteza i charakterystyka kompleksów ru alkylidenu
US10320390B1 (en) 2016-11-17 2019-06-11 X Development Llc Field programmable gate array including coupled lookup tables
EP3630741A1 (en) 2017-05-30 2020-04-08 Verbio Vereinigte Bioenergie AG Methods of making olefinic e- and z-isomers
US11618756B2 (en) * 2018-03-09 2023-04-04 Ppg Industries Ohio, Inc. Compounds for coordinating with a metal, compositions containing such compounds, and methods of catalyzing reactions
EP3793972A4 (en) 2018-05-15 2022-02-23 California Institute of Technology TOTAL SYNTHESIS OF PROSTAGLANDIN-J NATURAL PRODUCTS BY STEREOSELECTIVE METATHESIS
US11939410B2 (en) * 2018-06-29 2024-03-26 Apeiron Synthesis S.A. Organoruthenium complexes as precatalysts for olefin metathesis
EP3999230A1 (en) * 2019-07-17 2022-05-25 California Institute of Technology New syntheses of z-selective olefin metathesis catalysts
IL294790A (en) * 2020-03-05 2022-09-01 Firmenich & Cie A process for preparing an intermediate for perfumery
CN115298191A (zh) * 2020-03-13 2022-11-04 伊利诺伊大学评议会 催化氢化硅烷化的方法
CN114478166B (zh) * 2020-10-26 2024-09-27 中国石油天然气股份有限公司 一种制备端烯烃的方法

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5312940A (en) 1992-04-03 1994-05-17 California Institute Of Technology Ruthenium and osmium metal carbene complexes for olefin metathesis polymerization
US6284852B1 (en) 1997-10-30 2001-09-04 California Institute Of Technology Acid activation of ruthenium metathesis catalysts and living ROMP metathesis polymerization in water
CA2419485C (en) 2000-08-10 2007-10-30 The Trustees Of Boston College Recyclable metathesis catalysts
EP1455937B1 (en) 2001-11-15 2018-04-11 Materia, Inc. Chelating carbene ligand precursors and their use in the synthesis of metathesis catalysts
CN1659172B (zh) * 2002-04-05 2012-08-01 加州理工学院 直接被吸电子基团取代的烯烃使用过渡金属卡宾催化剂的交叉-易位
ZA200700170B (en) 2004-06-09 2008-05-28 Uti Limited Partnership Transition metal carbene complexes containing a cationi substituent as catalysts of olefin metathesis reactions
FR2878246B1 (fr) * 2004-11-23 2007-03-30 Inst Francais Du Petrole Procede de co-production d'olefines et d'esters par ethenolyse de corps gras insatures dans des liquides ioniques non-aqueux
KR101269568B1 (ko) * 2005-07-04 2013-06-04 자난 사이텍 컴퍼니 리미티드 루테늄 착물 리간드, 루테늄 착물, 고정 루테늄 착물 촉매및 그의 제조방법과 용도
CN102083798B (zh) * 2008-04-09 2016-10-26 马特里亚公司 带有具有取代骨架的n-杂环卡宾配体的钌烯烃易位催化剂
EP2255877B1 (en) * 2009-05-07 2014-09-24 Umicore AG & Co. KG Method for preparation of ruthenium-based metathesis catalysts with chelating alkylidene ligands

Also Published As

Publication number Publication date
IL227432A (en) 2017-12-31
EP2663398A2 (en) 2013-11-20
EP2663398B1 (en) 2018-07-18
JP2014503356A (ja) 2014-02-13
EP2663398A4 (en) 2014-07-23
CA2824518C (en) 2019-03-26
CN103402628B (zh) 2015-12-23
WO2012097379A2 (en) 2012-07-19
IL227432A0 (en) 2013-09-30
BR112013017938A2 (pt) 2018-11-27
ZA201408071B (en) 2019-06-26
CA2824518A1 (en) 2012-07-19
KR101835170B1 (ko) 2018-03-06
KR20140021995A (ko) 2014-02-21
PL2663398T3 (pl) 2019-01-31
US9597674B2 (en) 2017-03-21
WO2012097379A3 (en) 2012-10-11
BR112013017938B1 (pt) 2019-10-15
CN103402628A (zh) 2013-11-20
US20140106960A1 (en) 2014-04-17
AU2012206966B2 (en) 2016-11-17
SG191980A1 (en) 2013-08-30
JP5893646B2 (ja) 2016-03-23

Similar Documents

Publication Publication Date Title
ZA201408071B (en) Z-selective olefin metathesis catalysts and their synthetic procedure
ZA201304198B (en) Olefin oligomerization catalysts and methods of making and using same
GB2554561B (en) Catalysts
ZA201307534B (en) Catalysts
GB201116713D0 (en) Catalyst
PL2721106T3 (pl) Promotory przyczepności i modyfikatory żelowania dla kompozycji do metatezy olefin
ZA201501433B (en) Propylene via metathesis with low or no ethylene
PL3008078T3 (pl) Katalizatory do wydajnej, Z-selektywnej metatezy
PL2603316T3 (pl) Katalizatory fischer-tropsch
ZA201404265B (en) Preparation of an olefin oligomerization catalyst
IL233059A0 (en) Synthetic Wakanjin
ZA201404910B (en) Catalysts
IL234320B (en) Metathesis catalysts containing onium groups
SG11201403621XA (en) Olefin oligomerization methods
EP2533899A4 (en) METATHESIS CATALYST AND METHOD OF USE THEREOF
AP3757A (en) Catalysts
ZA201402364B (en) Iron-based fischer-tropsch catalyst
ZA201305373B (en) Isomerization catalysts
SG11201400308SA (en) Olefin oligomerization process
HUE039539T2 (hu) Katalizátorok
EP2618930A4 (en) NOVEL CLASS OF OLEFIN METATHESIS CATALYSTS, PREPARATION METHODS, AND METHODS OF USE
EP2866936A4 (en) METATHESIS CATALYST AND METHOD FOR ITS USE
GB2502329B (en) Pressurizable injection seat
GB201102101D0 (en) Catalysts
GB201015256D0 (en) Catalysts