CN101460513B - 有机金属钌配合物和制备四取代烯烃及其他受阻烯烃的相关方法 - Google Patents

有机金属钌配合物和制备四取代烯烃及其他受阻烯烃的相关方法 Download PDF

Info

Publication number
CN101460513B
CN101460513B CN200680051426.3A CN200680051426A CN101460513B CN 101460513 B CN101460513 B CN 101460513B CN 200680051426 A CN200680051426 A CN 200680051426A CN 101460513 B CN101460513 B CN 101460513B
Authority
CN
China
Prior art keywords
group
substituted
nhc
catalyst
phenyl
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.)
Expired - Fee Related
Application number
CN200680051426.3A
Other languages
English (en)
Chinese (zh)
Other versions
CN101460513A (zh
Inventor
雅各布·贝林
罗伯特·H·格拉布斯
扬·施罗迪
伊恩·C·斯特沃特
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.)
California Institute of Technology
Materia Inc
Original Assignee
California Institute of Technology
Materia Inc
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 Institute of Technology, Materia Inc filed Critical California Institute of Technology
Publication of CN101460513A publication Critical patent/CN101460513A/zh
Application granted granted Critical
Publication of CN101460513B publication Critical patent/CN101460513B/zh
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • B01J31/22—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
    • B01J31/24—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
    • C07F15/0046—Ruthenium 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
    • B01J2231/50—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

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)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CN200680051426.3A 2005-12-16 2006-12-18 有机金属钌配合物和制备四取代烯烃及其他受阻烯烃的相关方法 Expired - Fee Related CN101460513B (zh)

Applications Claiming Priority (9)

Application Number Priority Date Filing Date Title
US75122505P 2005-12-16 2005-12-16
US60/751,225 2005-12-16
US80174206P 2006-05-19 2006-05-19
US60/801,742 2006-05-19
US85371706P 2006-10-19 2006-10-19
US60/853,717 2006-10-19
US85914806P 2006-11-15 2006-11-15
US60/859,148 2006-11-15
PCT/US2006/047934 WO2007075427A1 (en) 2005-12-16 2006-12-18 Organometallic ruthenium complexes and related methods for the preparation of tetra-substituted and other hindered olefins

Publications (2)

Publication Number Publication Date
CN101460513A CN101460513A (zh) 2009-06-17
CN101460513B true CN101460513B (zh) 2014-08-27

Family

ID=37964546

Family Applications (1)

Application Number Title Priority Date Filing Date
CN200680051426.3A Expired - Fee Related CN101460513B (zh) 2005-12-16 2006-12-18 有机金属钌配合物和制备四取代烯烃及其他受阻烯烃的相关方法

Country Status (7)

Country Link
US (2) US8008224B2 (https=)
EP (1) EP1971616A1 (https=)
JP (1) JP5522941B2 (https=)
KR (2) KR20080103961A (https=)
CN (1) CN101460513B (https=)
SG (1) SG169326A1 (https=)
WO (1) WO2007075427A1 (https=)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8877936B2 (en) * 2008-04-09 2014-11-04 California Institute Of Technology Ruthenium olefin metathesis catalysts bearing N-heterocyclic carbene ligands with substituted backbone
FR2939331B1 (fr) 2008-12-10 2012-08-10 Inst Francais Du Petrole Composition catalytique et procede de metathese de corps gras insature
AP2011006003A0 (en) 2009-05-05 2011-12-31 Stepan Co Sulfonated internal olefin surfactant for enhancedoil recovery.
WO2011135029A1 (en) 2010-04-28 2011-11-03 Dsm Ip Assets B.V. Metathesis crosslinkable coating compositions
JP5674059B2 (ja) * 2011-01-24 2015-02-25 国立大学法人名古屋大学 ルテニウム錯体を含む水素移動反応用触媒及び水素移動反応物の製造方法
CN102145304B (zh) * 2011-02-24 2012-08-08 华东师范大学 一种负载型格拉布斯催化剂的制备及其应用
FR2983475B1 (fr) 2011-12-02 2014-01-17 IFP Energies Nouvelles Procede de metathese d'olefines lineaires alpha utilisant un complexe du ruthenium comportant un carbene n-heterocyclique dissymetrique
JP6092379B2 (ja) 2012-06-29 2017-03-08 アペイロン シンセシス エス アー 金属錯体、その適用、及びメタセシス反応の実施方法
PL225024B1 (pl) 2012-08-16 2017-02-28 Univ Warszawski Nowe kompleksy rutenu oraz ich zastosowanie
WO2017012379A1 (zh) * 2015-07-20 2017-01-26 中国科学院上海有机化学研究所 草酸酰胺类配体及其在铜催化芳基卤代物偶联反应中的用途
EP3376859B1 (en) 2015-11-18 2021-01-06 Provivi, Inc. Microorganisms for the production of insect pheromones and related compounds
WO2017087710A2 (en) 2015-11-18 2017-05-26 Provivi, Inc. Production of fatty olefin derivatives via olefin metathesis
KR20180116238A (ko) * 2015-12-10 2018-10-24 우미코레 아게 운트 코 카게 올레핀 복분해 촉매
WO2017214133A2 (en) 2016-06-06 2017-12-14 Provivi, Inc. Semi-biosynthetic production of fatty alcohols and fatty aldehydes
HUE073559T2 (hu) 2017-02-17 2026-01-28 Provivi Inc Feromonok és kapcsolódó anyagok szintézise olefin-metatézisen keresztül
MX382401B (es) 2017-05-17 2025-03-13 Provivi Inc Microorganismos para la producción de feromonas de insectos y compuestos relacionados.
US10683388B2 (en) * 2017-08-15 2020-06-16 University Of Florida Research Foundation, Incorporated High temperature metathesis chemistry
CN108299506A (zh) * 2018-01-29 2018-07-20 中国科学院成都有机化学有限公司 N-杂环卡宾钌络合物及其制备方法和用途
CN109225334B (zh) * 2018-07-20 2021-05-18 吉林化工学院 一种具有邻位空间位阻结构的钌烯烃复分解催化剂及其制备方法和应用
CN109364998B (zh) * 2018-10-15 2021-07-06 天津科技大学 一种用于烯烃复分解反应的催化剂及其制备和应用方法
CN111250168B (zh) * 2018-11-30 2021-06-01 中国科学院大连化学物理研究所 一种钌基催化剂及其制备方法、应用
CN110041262B (zh) 2019-01-02 2020-03-27 成都开美思商务信息咨询中心(有限合伙) 氮杂环卡宾配体及其钌催化剂、制备方法和应用
CN112547126B (zh) * 2020-12-21 2023-03-21 上海中化科技有限公司 钌卡宾化合物、其组合物、制备方法及应用
CN113000066B (zh) * 2021-01-09 2022-04-12 河南大学 一种z-选择性钌卡宾烯烃复分解催化剂及其制备方法和应用

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
EP1180108B1 (en) 1999-05-24 2003-08-27 California Institute Of Technology Imidazolidine-based metal carbene metathesis catalysts
JP3943015B2 (ja) * 2000-08-10 2007-07-11 トラスティーズ オブ ボストン カレッジ リサイクル可能メタセシス触媒
WO2002020535A1 (en) * 2000-09-05 2002-03-14 California Institute Of Technology Highly active metathesis catalysts generated in situ from inexpensive and air stable precursors
US6759537B2 (en) * 2001-03-23 2004-07-06 California Institute Of Technology Hexacoordinated ruthenium or osmium metal carbene metathesis catalysts
CA2442368C (en) * 2001-03-30 2015-10-13 California Institute Of Technology Cross-metathesis reaction of functionalized and substituted olefins using group 8 transition metal carbene complexes as metathesis catalysts
US7683180B2 (en) * 2001-04-16 2010-03-23 California Institute Of Technology Group 8 transition metal carbene complexes as enantionselective olefin metathesis catalysts
US6818586B2 (en) * 2001-08-01 2004-11-16 Cymetech, Llp Hexacoordinated ruthenium or osmium metal carbene metathesis catalysts
EP2251360B1 (en) * 2001-08-29 2013-07-31 California Institute of Technology Ring-opening metathesis polymerization of bridged bicyclic and polycyclic olefins containing two or more heteroatoms

Also Published As

Publication number Publication date
US20070282148A1 (en) 2007-12-06
US20120123133A1 (en) 2012-05-17
US8008224B2 (en) 2011-08-30
KR20140097571A (ko) 2014-08-06
CN101460513A (zh) 2009-06-17
JP2009519947A (ja) 2009-05-21
JP5522941B2 (ja) 2014-06-18
SG169326A1 (en) 2011-03-30
EP1971616A1 (en) 2008-09-24
WO2007075427A1 (en) 2007-07-05
US8361922B2 (en) 2013-01-29
KR20080103961A (ko) 2008-11-28

Similar Documents

Publication Publication Date Title
CN101460513B (zh) 有机金属钌配合物和制备四取代烯烃及其他受阻烯烃的相关方法
JP5619724B2 (ja) 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
JP5066656B2 (ja) カルベンリガンドを持った触媒錯体
AU2005252276B2 (en) Transition metal carbene complexes containing a cationic substituent as catalysts of olefin metathesis reactions
CN103402628B (zh) Z-选择性烯烃复分解催化剂及其合成步骤
US7312331B2 (en) Stable cyclic (alkyl)(amino) carbenes as ligands for transition metal catalysts
CN101990543B (zh) 制备钌卡宾络合物的方法
JP6395714B2 (ja) ルテニウムベースのメタセシス触媒、それらの製造用の前駆体およびそれらの使用
WO2002079208A2 (en) One-pot synthesis of group 8 transition metal carbene complexes useful as olefin metathesis catalysts
CA2442368A1 (en) Cross-metathesis reaction of functionalized and substituted olefins using group 8 transition metal carbene complexes as metathesis catalysts
RS20050287A (sr) Rutenijumski kompleksi kao (pred)- katalizatori metateznih reakcija
Imbrich et al. N-Heterocyclic carbene-induced transmethylation in tungsten imido alkylidene bistriflates: unexpected formation of an N-heterocyclic olefin complex
CN114478627A (zh) 一种烯丙基化单膦配体及其制备方法
Roy Sulfonated N-Heterocyclic carbenes and their importance in Palladium catalyzed Cross-Coupling Reactions in Water.

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
CF01 Termination of patent right due to non-payment of annual fee
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20140827