PL3008078T3 - Katalizatory do wydajnej, Z-selektywnej metatezy - Google Patents

Katalizatory do wydajnej, Z-selektywnej metatezy

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Publication number
PL3008078T3
PL3008078T3 PL14811197T PL14811197T PL3008078T3 PL 3008078 T3 PL3008078 T3 PL 3008078T3 PL 14811197 T PL14811197 T PL 14811197T PL 14811197 T PL14811197 T PL 14811197T PL 3008078 T3 PL3008078 T3 PL 3008078T3
Authority
PL
Poland
Prior art keywords
catalysts
efficient
selective metathesis
metathesis
selective
Prior art date
Application number
PL14811197T
Other languages
English (en)
Inventor
Amir H. Hoveyda
R. Kashif M. KHAN
Sebastian TORKER
Ming Joo KOH
Malte Sebastian MIKUS
Original Assignee
Trustees Of Boston College
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=52019772&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=PL3008078(T3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Trustees Of Boston College filed Critical Trustees Of Boston College
Publication of PL3008078T3 publication Critical patent/PL3008078T3/pl

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D333/56—Radicals substituted by oxygen atoms
    • 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
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/226—Sulfur, e.g. thiocarbamates
    • 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)
    • B01J31/2269—Heterocyclic carbenes
    • B01J31/2273—Heterocyclic carbenes with only nitrogen as heteroatomic ring members, e.g. 1,3-diarylimidazoline-2-ylidenes
    • 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)
    • B01J31/2278—Complexes comprising two carbene ligands differing from each other, e.g. Grubbs second generation catalysts
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B37/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
    • C07B37/08—Isomerisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/32—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions without formation of -OH groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/30—Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
    • C07C6/04—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
    • C07C6/06—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond at a cyclic carbon-to-carbon double bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12—Radicals substituted by oxygen atoms
    • 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
    • C07F15/0046—Ruthenium compounds
    • 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
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C07F5/025—Boronic and borinic acid compounds
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • 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
    • B01J2231/50—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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/09—Geometrical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/33—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain
    • C08G2261/332—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms
    • C08G2261/3324—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms derived from norbornene
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/40—Polymerisation processes
    • C08G2261/41—Organometallic coupling reactions
    • C08G2261/418—Ring opening metathesis polymerisation [ROMP]

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Inorganic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
PL14811197T 2013-06-12 2014-06-12 Katalizatory do wydajnej, Z-selektywnej metatezy PL3008078T3 (pl)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201361834050P 2013-06-12 2013-06-12
EP14811197.4A EP3008078B1 (en) 2013-06-12 2014-06-12 Catalysts for efficient z-selective metathesis
PCT/US2014/042195 WO2014201300A1 (en) 2013-06-12 2014-06-12 Catalysts for efficient z-selective metathesis

Publications (1)

Publication Number Publication Date
PL3008078T3 true PL3008078T3 (pl) 2019-06-28

Family

ID=52019772

Family Applications (1)

Application Number Title Priority Date Filing Date
PL14811197T PL3008078T3 (pl) 2013-06-12 2014-06-12 Katalizatory do wydajnej, Z-selektywnej metatezy

Country Status (4)

Country Link
US (1) US9938253B2 (pl)
EP (1) EP3008078B1 (pl)
PL (1) PL3008078T3 (pl)
WO (1) WO2014201300A1 (pl)

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US9701704B2 (en) * 2015-03-20 2017-07-11 California Institute Of Technology Catalysts for (E)-selective olefin metathesis
WO2017087710A2 (en) 2015-11-18 2017-05-26 Provivi, Inc. Production of fatty olefin derivatives via olefin metathesis
CN108368001B (zh) 2015-12-10 2021-07-23 优美科股份公司及两合公司 烯烃复分解催化剂
WO2018038928A1 (en) 2016-08-24 2018-03-01 Materia, Inc. Synthesis and characterization of metathesis catalysts
PL3865495T3 (pl) 2016-11-09 2025-01-27 Verbio Vereinigte Bioenergie Ag Kompleksy rutenu przydatne do katalizowania reakcji metatezy
EP3583088B1 (en) 2017-02-17 2025-09-10 Provivi, Inc. Synthesis of pheromones and related materials via olefin metathesis
CN108659049B (zh) * 2017-03-29 2020-09-01 天津大学 Z-选择性钌烯烃复分解催化剂及制备方法及应用
US11420926B2 (en) 2017-05-30 2022-08-23 Verbio Vereinigte Bioenergie Ag Methods of making olefinic E- and Z-isomers
WO2019018773A1 (en) 2017-07-20 2019-01-24 Trustees Of Boston College PROCESS FOR PRODUCING A CROSS METATHESIS PRODUCT
US10934388B2 (en) 2017-08-03 2021-03-02 Exxonmobil Chemical Patents Inc. Cis-polycycloolefins and methods for forming cis-polycycloolefins
WO2019027574A1 (en) * 2017-08-03 2019-02-07 Exxonmobil Chemical Patents Inc. CIS-POLYCYCLOOLEFINS AND METHODS OF FORMING CIS-POLYCYCLOOLEFINS
SG11202000935SA (en) * 2017-08-03 2020-02-27 Exxonmobil Chemical Patents Inc Cis-polycycloolefins and methods for forming cis-polycycloolefins
EP3684750A4 (en) 2017-09-22 2021-05-26 Trustees of Boston College PROCESS FOR THE PREPARATION OF TRISUBSTITUTED ETHYLENE COMPOUNDS
CN111788189A (zh) 2018-02-13 2020-10-16 优美科股份公司及两合公司 烯烃衍生物在复分解催化剂的存在下的反应
EP3814363B1 (en) * 2018-06-29 2023-12-27 Apeiron Synthesis S.A. Organoruthenium complexes as precatalysts for olefin metathesis
US10995049B2 (en) * 2019-07-19 2021-05-04 California Institute Of Technology Total synthesis of prostaglandin J natural products and their intermediates
KR20220123404A (ko) * 2020-01-03 2022-09-06 블루 오크 파마슈티컬스, 인코포레이티드 Cns 장애를 치료하기 위한 화합물 및 조성물
BR112022023772A2 (pt) 2020-06-01 2022-12-20 Provivi Inc Síntese de derivados de feromônio por meio de metátese de olefina z-seletiva
EP4367109A1 (en) * 2021-09-07 2024-05-15 Firmenich SA Process for preparing perfuming intermediates
PL440147A1 (pl) * 2022-01-17 2023-07-24 Uniwersytet Warszawski Nowe stereoretentywne kompleksy rutenu, sposób ich otrzymywania, związki pośrednie stosowane w tym sposobie oraz zastosowanie nowych stereoretentywnych kompleksów rutenu w reakcjach metatezy olefin
WO2026027552A2 (en) 2024-07-29 2026-02-05 Umicore Ag & Co. Kg Metal organic compounds
EP4686722A1 (en) 2024-07-29 2026-02-04 Umicore AG & Co. KG Zinc dithiolate compounds

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US5811515A (en) 1995-06-12 1998-09-22 California Institute Of Technology Synthesis of conformationally restricted amino acids, peptides, and peptidomimetics by catalytic ring closing metathesis
AU2001284773B2 (en) 2000-08-10 2004-08-05 Trustees Of Boston College Recyclable metathesis catalysts
WO2003044060A2 (en) 2001-11-15 2003-05-30 Materia, Inc. Chelating carbene ligand precursors and their use in the synthesis of metathesis catalysts
PL199412B1 (pl) 2002-10-15 2008-09-30 Boehringer Ingelheim Int Nowe kompleksy rutenu jako (pre)katalizatory reakcji metatezy, pochodne 2-alkoksy-5-nitrostyrenu jako związki pośrednie i sposób ich wytwarzania
US7094898B2 (en) 2003-05-29 2006-08-22 University Of Ottawa Ruthenium compounds, their production and use
KR101269568B1 (ko) 2005-07-04 2013-06-04 자난 사이텍 컴퍼니 리미티드 루테늄 착물 리간드, 루테늄 착물, 고정 루테늄 착물 촉매및 그의 제조방법과 용도
CN101291944B (zh) 2005-10-20 2012-07-04 三井化学株式会社 有机过渡金属配位化合物的制造方法、通过该方法制造的复分解催化剂、由其得到的开环复分解聚合物以及聚合物的制造方法
ES2329424T3 (es) 2006-06-30 2009-11-25 F. Hoffmann-La Roche Ag Nuevos complejos de rutenio como catalizadores para reacciones de metatesis.
EP2046719B1 (en) 2006-07-12 2013-09-04 Elevance Renewable Sciences, Inc. Ring opening cross-metathesis reaction of cyclic olefins with seed oils and the like
CN102123979A (zh) 2006-10-13 2011-07-13 埃莱文斯可更新科学公司 通过烯烃复分解由内烯烃合成末端烯烃的方法
WO2008048520A2 (en) 2006-10-13 2008-04-24 Elevance Renewable Sciences, Inc. Methods of making organic compounds by metathesis and hydrocyanation
FR2909382B1 (fr) 2006-11-30 2009-01-23 Enscr Complexes catalytiques a base de ruthenium et utilisation de tels complexes pour la metathese d'olefines
EP2428269A1 (en) 2010-09-08 2012-03-14 Bergen Teknologioverføring AS Novel olefin metathesis catalysts
US9597674B2 (en) 2011-01-14 2017-03-21 California Institute Of Technology Z-selective olefin metathesis catalysts and their synthetic procedure
PL216649B1 (pl) 2011-06-06 2014-04-30 Univ Warszawski Nowe kompleksy rutenu, sposób ich wytwarzania oraz zastosowanie w reakcji metatezy olefin
IN2014DN00290A (pl) 2011-06-17 2015-06-05 Materia Inc
EP2838359A4 (en) 2012-03-05 2015-12-09 California Inst Of Techn SYNTHESIS OF Z-OLEFIN-CONTAINING PHEROMONES OF LEPIDOPTERA INSECTS
CN105246905B (zh) 2013-05-24 2018-09-25 阿朗新科德国有限责任公司 新型过渡金属配合物、它们的制备和用途

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Publication number Publication date
WO2014201300A1 (en) 2014-12-18
EP3008078A4 (en) 2017-02-08
US20140371454A1 (en) 2014-12-18
US9938253B2 (en) 2018-04-10
EP3008078B1 (en) 2018-12-19
EP3008078A1 (en) 2016-04-20

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