JP7153937B2 - オレフィンメタセシスによるフェロモンおよび関連材料の合成方法 - Google Patents

オレフィンメタセシスによるフェロモンおよび関連材料の合成方法 Download PDF

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JP7153937B2
JP7153937B2 JP2019544718A JP2019544718A JP7153937B2 JP 7153937 B2 JP7153937 B2 JP 7153937B2 JP 2019544718 A JP2019544718 A JP 2019544718A JP 2019544718 A JP2019544718 A JP 2019544718A JP 7153937 B2 JP7153937 B2 JP 7153937B2
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metathesis
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alkyl
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catalyst
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JP2020507614A5 (OSRAM
JP2020507614A (ja
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キース エム. ワンプラー
ブー ブイ
デビッド ロゼル
ペドロ コエーリョ
アーサー フロルティ
レベンテ オンディ
ハサン メーディ
ガボール エロス
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プロビビ インコーポレイテッド
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    • 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
    • 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
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/32Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen
    • C07C1/321Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a non-metal atom
    • C07C1/322Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a non-metal atom the hetero-atom being a sulfur atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/09Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
    • C07C29/095Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of organic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/09Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
    • C07C29/10Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
    • C07C29/103Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/32Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/58Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by elimination of halogen, e.g. by hydrogenolysis, splitting-off
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/08Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/28Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/293Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • 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
    • B01J2531/60Complexes comprising metals of Group VI (VIA or VIB) as the central metal
    • B01J2531/64Molybdenum
    • 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
    • B01J2531/60Complexes comprising metals of Group VI (VIA or VIB) as the central metal
    • B01J2531/66Tungsten
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D309/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/08Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D309/10Oxygen atoms
    • C07D309/12Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
JP2019544718A 2017-02-17 2018-02-17 オレフィンメタセシスによるフェロモンおよび関連材料の合成方法 Active JP7153937B2 (ja)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US201762460661P 2017-02-17 2017-02-17
US201762460667P 2017-02-17 2017-02-17
US62/460,667 2017-02-17
US62/460,661 2017-02-17
US201762511903P 2017-05-26 2017-05-26
US62/511,903 2017-05-26
PCT/IB2018/050980 WO2018150379A2 (en) 2017-02-17 2018-02-17 Synthesis of pheromones and related materials via olefin metathesis

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JP2020507614A JP2020507614A (ja) 2020-03-12
JP2020507614A5 JP2020507614A5 (OSRAM) 2021-04-15
JP7153937B2 true JP7153937B2 (ja) 2022-10-17

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US (1) US11155505B2 (OSRAM)
EP (1) EP3583088B1 (OSRAM)
JP (1) JP7153937B2 (OSRAM)
CN (1) CN110603240B (OSRAM)
HU (1) HUE073559T2 (OSRAM)
WO (1) WO2018150379A2 (OSRAM)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2969204A2 (en) 2013-03-14 2016-01-20 XiMo AG Molybdenum and tungsten complexes as olefin metathesis catalysts and reactions using the catalysts
US10427146B2 (en) 2013-10-01 2019-10-01 Ximo Ag Immobilized metathesis tungsten oxo alkylidene catalysts and use thereof in olefin metathesis
JP7153937B2 (ja) 2017-02-17 2022-10-17 プロビビ インコーポレイテッド オレフィンメタセシスによるフェロモンおよび関連材料の合成方法
JP7495934B2 (ja) 2018-12-10 2024-06-05 プロビビ インコーポレイテッド 共役ジエンフェロモンおよび関連化合物の合成方法
US20220227797A1 (en) * 2019-05-27 2022-07-21 Verbio Vereinigte Bioenergie Ag Tungsten imido alkylidene o-bitet and o-binol complexes and use thereof in olefin metathesis reactions
US20250269361A1 (en) * 2019-07-17 2025-08-28 Umicore Ag & Co. Kg New syntheses of z-selective olefin metathesis catalysts
AU2021283190A1 (en) * 2020-06-01 2022-12-15 Provivi, Inc. Synthesis of pheromone derivatives via Z-selective olefin metathesis
CN111961856B (zh) * 2020-07-06 2022-01-07 廖乐 一种从废fcc催化剂中分离钒和稀土元素的装置
JP7349969B2 (ja) 2020-10-02 2023-09-25 信越化学工業株式会社 6-ヒドロキシ-3-ヘキセニル=アルコキシメチル=エーテル化合物及びそれを用いた3,13-オクタデカジエン-1-オール化合物の製造方法
JP7377783B2 (ja) * 2020-10-02 2023-11-10 信越化学工業株式会社 ハロアルケニル=アルコキシメチル=エーテル化合物並びにそれを用いた末端共役アルカジエン-1-イル=アセテート化合物及び末端共役アルカジエン-1-オール化合物の製造方法
CN112782309B (zh) * 2020-12-29 2022-10-28 常州大学 一种稳定长链不饱和烯醛的方法
FR3123356B1 (fr) * 2021-05-28 2023-04-28 Melchior Material & Life Science France Nouveau procédé de fabrication de phéromone en continu
CN113480428B (zh) * 2021-06-30 2022-02-15 中捷四方生物科技股份有限公司 一种制备反-7,顺-9-十二碳二烯乙酸酯的方法
CN113398993B (zh) * 2021-07-20 2022-07-12 厦门大学 一种催化剂及其制备方法和应用
CN115124405B (zh) * 2022-09-01 2022-11-11 山东新和成药业有限公司 一种4-己烯-1-醇异构化制备叶醇的方法及所用的钌基催化剂
WO2024081627A1 (en) * 2022-10-10 2024-04-18 Provivi, Inc. Storage stable pheromone compositions and systems
JP2024063756A (ja) * 2022-10-26 2024-05-13 信越化学工業株式会社 共役二重結合を有する有機ハロゲン化合物、そのアセテート化合物及びアルコール化合物の製造方法、並びに該有機ハロゲン化合物を合成する為に使用される化合物

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003531818A (ja) 1999-11-18 2003-10-28 エル ペダーソン リチャード フェロモン又はその成分のメタセシス合成方法
US20130231499A1 (en) 2012-03-05 2013-09-05 California Institute Of Technology Synthesis of z-olefin-containing lepidopteran insect pheromones

Family Cites Families (95)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4057593A (en) * 1973-11-07 1977-11-08 Hoechst Aktiengesellschaft Process for preparing cis-olefins
US4231947A (en) 1979-01-02 1980-11-04 Massachusetts Institute Of Technology Tantalum and niobium catalysts or catalyst precursors
US4245131A (en) 1979-07-02 1981-01-13 Massachusetts Institute Of Technology Dimerization of olefins using tantalum and niobium catalysts
HU180386B (en) 1980-10-24 1983-02-28 Egyt Gyogyszervegyeszeti Gyar Process for producing 11-dodecen-1-ol and 11-dodecen-1-yl-acetate of insect-feromone activity
US4427595A (en) 1981-07-16 1984-01-24 Massachusetts Institute Of Technology Catalyst composition to effect metathesis of acetylenes
CA1215380A (fr) 1983-06-15 1986-12-16 Jean M.M. Basset Catalyseur perfectionne pour la metathese d'olefines
US4792620A (en) 1983-10-14 1988-12-20 Bp Chemicals Limited Carbonylation catalysts
US4727215A (en) 1985-09-25 1988-02-23 Massachusetts Institute Of Technology Catalyst composition for effecting metathesis of olefins
US4681956A (en) 1985-09-25 1987-07-21 Massachusetts Institute Of Technology Catalyst composition for effecting metathesis of olefins
US4837358A (en) 1986-02-26 1989-06-06 Phillips Petroleum Company Preparation of 9-alkenyl ester compounds
JPS62223136A (ja) 1986-03-19 1987-10-01 Shin Etsu Chem Co Ltd 1―ハロ―(e,z)―7,9―アルカジエン化合物
US5146033A (en) 1990-01-04 1992-09-08 Massachusetts Institute Of Technology Homogeneous rhenium catalysts for metathesis of olefins
US5087710A (en) 1990-01-04 1992-02-11 Massachusetts Institute Of Technology Homogeneous rhenium catalysts for metathesis of olefins
US5142073A (en) 1991-04-30 1992-08-25 Massachusetts Institute Of Technology Synthesis of molybdenum and tungsten complexes
EP0630877B1 (en) 1993-06-21 1997-03-12 Shin-Etsu Chemical Co., Ltd. Workup of Wittig reaction products
DE4434640C1 (de) 1994-09-28 1996-02-01 Hoechst Ag Verfahren zur Herstellung verbrückter Metallocene
DE19648637A1 (de) 1996-11-25 1998-06-04 Goldschmidt Ag Th Verfahren zur Herstellung von alpha,omega-Alkenolen
US5916983A (en) 1997-05-27 1999-06-29 Bend Research, Inc. Biologically active compounds by catalytic olefin metathesis
SG72861A1 (en) 1997-09-30 2000-05-23 Kuraray Co Process for producing 7-octen-1-al
US6121473A (en) 1998-02-19 2000-09-19 Massachusetts Institute Of Technology Asymmetric ring-closing metathesis reactions
ES2198886T3 (es) 1998-04-01 2004-02-01 Firmenich Sa Reduccion de compuestos carbonilados por un silano en presencia de un catalizador de zinc.
DE19815275B4 (de) 1998-04-06 2009-06-25 Evonik Degussa Gmbh Alkylidenkomplexe des Rutheniums mit N-heterozyklischen Carbenliganden und deren Verwendung als hochaktive, selektive Katalysatoren für die Olefin-Metathese
US6346652B1 (en) 1998-07-13 2002-02-12 Massachusetts Institute Of Technology Asymmetric ring-closing metathesis reactions involving achiral and meso substrates
US6215019B1 (en) * 1998-09-01 2001-04-10 Tilliechem, Inc. Synthesis of 5-decenyl acetate and other pheromone components
US6696597B2 (en) * 1998-09-01 2004-02-24 Tilliechem, Inc. Metathesis syntheses of pheromones or their components
ATE438462T1 (de) 1998-09-10 2009-08-15 Univ New Orleans Foundation Katalysatorkomplex mit phenylindenyliden-ligand
EP1313559B2 (en) 2000-08-10 2012-10-24 Trustees of Boston College Recyclable metathesis catalysts
EP1373170A4 (en) 2001-03-30 2007-03-21 California Inst Of Techn CROSS-METATHESIS REACTION OF FUNCTIONALIZED AND SUBSTITUTED OLEFINS USING GROUP 8 METAL TRANSITION CARBENE COMPLEXES AS METATHESIS CATALYSTS
EP1468004B1 (en) 2002-01-22 2006-12-20 Universiteit Gent Metal complexes for use in metathesis
DE60323373D1 (de) 2002-07-05 2008-10-16 Sasol Technology Uk Ltd Phosphor enthaltende ligande für metathese katalysatoren
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
WO2004112951A2 (en) 2003-06-19 2004-12-29 University Of New Orleans Research & Technology Foundation, Inc. Preparation of ruthenium-based olefin metathesis catalysts
PL1735352T3 (pl) 2004-03-29 2020-06-29 California Institute Of Technology Latentne katalizatory metatezy olefin o wysokiej aktywności zawierające karbenowy n-heterocykliczny ligand
RU2435778C2 (ru) 2005-07-04 2011-12-10 Заннан Сайтех Ко., Лтд. Лиганд комплекса рутения, комплекс рутения, катализатор комплекса рутения и способы его получения и применения
GB0514612D0 (en) 2005-07-15 2005-08-24 Sasol Technology Uk Ltd The use of a phosphorus containing ligand and a cyclic organic ligand in a metathesis catalyst
SG169326A1 (en) 2005-12-16 2011-03-30 Materia Inc Organometallic ruthenium complexes and related methods for the preparation of tetra-substituted and other hindered olefins
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
DE102006043704A1 (de) 2006-09-18 2008-03-27 Umicore Ag & Co. Kg Neue Metathesekatalysatoren
WO2008140468A2 (en) 2006-10-13 2008-11-20 Elevance Renewable Sciences, Inc. METHODS OF MAKING α, ω -DICARBOXYLIC ACID ALKENE DERIVATIVES BY METATHESIS
US7932397B2 (en) 2006-11-22 2011-04-26 Massachusetts Institute Of Technology Olefin metathesis catalysts and related methods
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
DE102007020694A1 (de) 2007-05-03 2008-11-06 Evonik Degussa Gmbh Schwefelhaltige Metathesekatalysatoren
FR2915995B1 (fr) 2007-05-07 2012-05-25 Enscr Ligands chiraux de type carbenes n-heterocycliques pour la catalyse asymetrique.
JP5115368B2 (ja) 2007-07-18 2013-01-09 三菱化学株式会社 不飽和アルコールの製造方法
BRPI0906685A2 (pt) 2008-01-25 2016-10-11 Massachusetts Inst Technology catalisadores para reações de metátese incluindo metátese de olefina enantiosseletiva, e métodos relacionados
WO2009124977A1 (de) 2008-04-08 2009-10-15 Evonik Degussa Gmbh Verfahren zur herstellung von ruthenium-carben-komplexen
JP5619724B2 (ja) 2008-04-09 2014-11-05 マテリア, インコーポレイテッド 置換された骨格を有するn−ヘテロ環状カルベンリガンドを有するルテニウムオレフィン複分解触媒
US8703985B2 (en) 2008-10-04 2014-04-22 Umicore Ag & Co. Kg Method for preparation of ruthenium-indenylidene carbene catalysts
US8222469B2 (en) 2009-07-15 2012-07-17 Massachusetts Institute Of Technology Catalysts and processes for the formation of terminal olefins by ethenolysis
US8362311B2 (en) 2009-09-30 2013-01-29 Massachusetts Institute Of Technology Highly Z-selective olefins metathesis
US9382502B2 (en) 2009-10-12 2016-07-05 Elevance Renewable Sciences, Inc. Methods of refining and producing isomerized fatty acid esters and fatty acids from natural oil feedstocks
RU2565057C2 (ru) 2009-10-12 2015-10-20 Елевансе Реневабле Сайенсез, Инк. Способы очистки и производства топлива из натурального масляного исходного сырья
PL2506972T3 (pl) 2009-12-03 2019-09-30 Umicore Ag & Co. Kg Nośnikowe katalizatory metatezy olefin
EP2361683A1 (en) 2010-01-29 2011-08-31 Umicore AG & Co. KG Process for preparation of ruthenium-based carbene catalysts with chelating alkylidene ligands
WO2011095991A2 (en) 2010-02-03 2011-08-11 Bhatt Manoj Kumar Natwarlal Composition for controlling mosquitos comprising an acyclic organosiloxane compound
US8598400B2 (en) 2010-02-08 2013-12-03 Massachusetts Institute Of Technology Efficient methods for Z- or cis-selective cross-metathesis
US8546500B2 (en) 2011-05-27 2013-10-01 Massachusetts Institute Of Technology Complexes for use in metathesis reactions
HK1197066A1 (zh) 2011-06-03 2015-01-02 Massachusetts Institute Of Technology Z選擇性關環複分解反應
PL216649B1 (pl) 2011-06-06 2014-04-30 Univ Warszawski Nowe kompleksy rutenu, sposób ich wytwarzania oraz zastosowanie w reakcji metatezy olefin
CN104039801B (zh) 2011-11-07 2017-05-10 麻省理工学院 用于z选择性烯烃复分解的钨氧代亚烷基络合物
PL230302B1 (pl) 2012-02-27 2018-10-31 Apeiron Synthesis Spolka Z Ograniczona Odpowiedzialnoscia Katalizatory metatezy zawierające grupy oniowe
EP2639219B1 (en) 2012-03-14 2016-08-10 Umicore AG & Co. KG Ruthenium-based metathesis catalysts and precursors for their preparation
IN2014DN08906A (OSRAM) 2012-04-24 2015-05-22 Elevance Renewable Sciences
GB201208589D0 (en) 2012-05-16 2012-06-27 Givaudan Sa Improvements in or relating to organic compounds
PL2679593T3 (pl) 2012-06-26 2018-08-31 Umicore Ag & Co. Kg Sposób otrzymywania indenylidenowego kompleksu rutenu
SG11201408648YA (en) 2012-06-29 2015-01-29 Apeiron Synthesis Sa Metal complexes, their application and methods of carrying out of metathesis reaction
US8642814B1 (en) 2012-07-24 2014-02-04 Heliae Development, Llc Methods of converting mixtures of palmitoleic and oleic acid esters to high value products
PL400162A1 (pl) 2012-07-27 2014-02-03 Apeiron Synthesis Spólka Z Ograniczona Odpowiedzialnoscia Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy
CA2884257C (en) 2012-10-09 2022-07-26 Elevance Renewable Sciences, Inc. Methods of refining and producing dibasic esters and acids from natural oil feedstocks
EP2725030A1 (en) 2012-10-29 2014-04-30 Umicore AG & Co. KG Ruthenium-based metathesis catalysts, precursors for their preparation and their use
EP2925705A1 (en) 2012-11-30 2015-10-07 Elevance Renewable Sciences, Inc. Methods of making functionalized internal olefins and uses thereof
EP2961778B1 (en) 2013-02-27 2025-02-26 Materia, Inc. Metal carbene olefin metathesis two catalyst composition
WO2014152309A1 (en) * 2013-03-14 2014-09-25 Materia, Inc. Use of soluble metal salts in metathesis reactions
KR102202927B1 (ko) 2013-03-14 2021-01-14 윌마르 트레이딩 피티이 엘티디 처리된 복분해 기질 물질 및 이의 제조 및 사용 방법
EP2969204A2 (en) 2013-03-14 2016-01-20 XiMo AG Molybdenum and tungsten complexes as olefin metathesis catalysts and reactions using the catalysts
CN105377861B (zh) 2013-03-15 2018-10-02 德米特里·顾塞维 用于氢化和脱氢方法的基于氨基-膦配体的复合催化剂
GB201305858D0 (en) 2013-03-28 2013-05-15 Ximo Ag Catalyst composition
WO2014169014A1 (en) 2013-04-09 2014-10-16 Massachusetts Institute Of Technology Metathesis catalysts and methods thereof
WO2014172534A1 (en) 2013-04-17 2014-10-23 Massachusetts Institute Of Technology Metathesis catalysts and methods thereof
US20140330018A1 (en) 2013-05-01 2014-11-06 Massachusetts Institute Of Technology Metathesis catalysts and methods thereof
PL3008078T3 (pl) 2013-06-12 2019-06-28 Trustees Of Boston College Katalizatory do wydajnej, Z-selektywnej metatezy
US9441059B2 (en) 2013-06-20 2016-09-13 Massachusetts Institute Of Technology Metathesis catalysts and methods thereof
EP3019511B1 (en) 2013-07-12 2019-01-02 XiMo AG Immobilized metathesis tungsten catalysts and use thereof in olefin metathesis
US10071950B2 (en) 2013-07-12 2018-09-11 Ximo Ag Use of immobilized molybdenum- and tungsten-containing catalysts in olefin cross metathesis
CN103319704B (zh) 2013-07-12 2015-06-17 南开大学 一种用10-十一碳烯酸和香草酸制备聚酯的方法
GB2522640B (en) 2014-01-30 2018-04-25 Univ Court Univ St Andrews Method of alkene metathesis
EP3107655B1 (en) 2014-02-21 2024-05-08 Massachusetts Institute of Technology Catalysts and methods for ring opening metathesis polymerization
GB201404468D0 (en) 2014-03-13 2014-04-30 Givaudan Sa Process
WO2015157736A1 (en) 2014-04-10 2015-10-15 California Institute Of Technology Reactions in the presence of ruthenium complexes
GB201406591D0 (en) * 2014-04-11 2014-05-28 Ximo Ag Compounds
US9487471B1 (en) 2014-04-14 2016-11-08 Provivi, Inc. Synthesis of pyrethroids and pyrethroid-containing compositions
WO2016069308A1 (en) 2014-10-31 2016-05-06 Elevance Renewable Sciences, Inc. Terminally selective metathesis of polyenes derived from natural oil
US9776179B2 (en) * 2015-11-18 2017-10-03 Provivi, Inc. Production of fatty olefin derivatives via olefin metathesis
EP3464311A4 (en) 2016-06-06 2020-03-18 Provivi, Inc. SEMI-BIOSYNTHETIC PRODUCTION OF FATTY ALCOHOLS AND FATTY ALDEHYDES
JP7153937B2 (ja) 2017-02-17 2022-10-17 プロビビ インコーポレイテッド オレフィンメタセシスによるフェロモンおよび関連材料の合成方法

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003531818A (ja) 1999-11-18 2003-10-28 エル ペダーソン リチャード フェロモン又はその成分のメタセシス合成方法
US20130231499A1 (en) 2012-03-05 2013-09-05 California Institute Of Technology Synthesis of z-olefin-containing lepidopteran insect pheromones

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