PL442226A1 - Nowe kompleksy rutenu, sposób ich otrzymywania, związki pośrednie stosowane w tym sposobie, sposób ich wytwarzania oraz zastosowanie nowych kompleksów rutenu w reakcjach metatezy olefin - Google Patents

Nowe kompleksy rutenu, sposób ich otrzymywania, związki pośrednie stosowane w tym sposobie, sposób ich wytwarzania oraz zastosowanie nowych kompleksów rutenu w reakcjach metatezy olefin

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Publication number
PL442226A1
PL442226A1 PL442226A PL44222622A PL442226A1 PL 442226 A1 PL442226 A1 PL 442226A1 PL 442226 A PL442226 A PL 442226A PL 44222622 A PL44222622 A PL 44222622A PL 442226 A1 PL442226 A1 PL 442226A1
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PL
Poland
Prior art keywords
ruthenium complexes
new ruthenium
obtaining
preparation
olefin metathesis
Prior art date
Application number
PL442226A
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English (en)
Inventor
Anna KAJETANOWICZ
Adrian SYTNICZUK
Filip STRUZIK
Original Assignee
Uniwersytet Warszawski
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 Uniwersytet Warszawski filed Critical Uniwersytet Warszawski
Priority to PL442226A priority Critical patent/PL442226A1/pl
Priority to JP2025514431A priority patent/JP7898222B2/ja
Priority to EP23798501.5A priority patent/EP4584262A1/en
Priority to US19/110,135 priority patent/US20260092080A1/en
Priority to KR1020257010169A priority patent/KR20250065630A/ko
Priority to PCT/IB2023/058921 priority patent/WO2024052871A1/en
Publication of PL442226A1 publication Critical patent/PL442226A1/pl

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
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    • 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
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • 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
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    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2291—Olefins
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    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • 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
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    • B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
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    • C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
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    • 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
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    • C07—ORGANIC CHEMISTRY
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    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation 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
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    • C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
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    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
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    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
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    • C07—ORGANIC CHEMISTRY
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    • 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
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    • C07F19/00—Metal compounds according to more than one of main groups C07F1/00 - C07F17/00
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    • 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
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    • B01J2531/001—General concepts, e.g. reviews, relating to catalyst systems and methods of making them, the concept being defined by a common material or method/theory
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    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
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    • B01J2531/0205—Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
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    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84—Metals of the iron group
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    • C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C07C2531/22—Organic complexes

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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)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Przedmiotem zgłoszenia jest nowy kompleks rutenu o wzorze ogólnym Ru-1, w którym wszystkie zmienne podstawniki mają zdefiniowane w opisie znaczenia. Przedmiotem zgłoszenia jest także sposób otrzymywania kompleksu rutenu, związek pośredni będący prekursorem ligandu stosowany w otrzymywaniu kompleksu rutenu CAAC-1 oraz zastosowanie tego kompleksu rutenu jako (pre)katalizatora w reakcjach metatezy olefin.
PL442226A 2022-09-08 2022-09-08 Nowe kompleksy rutenu, sposób ich otrzymywania, związki pośrednie stosowane w tym sposobie, sposób ich wytwarzania oraz zastosowanie nowych kompleksów rutenu w reakcjach metatezy olefin PL442226A1 (pl)

Priority Applications (6)

Application Number Priority Date Filing Date Title
PL442226A PL442226A1 (pl) 2022-09-08 2022-09-08 Nowe kompleksy rutenu, sposób ich otrzymywania, związki pośrednie stosowane w tym sposobie, sposób ich wytwarzania oraz zastosowanie nowych kompleksów rutenu w reakcjach metatezy olefin
JP2025514431A JP7898222B2 (ja) 2022-09-08 2023-09-08 新規のルテニウム錯体、その合成の方法、方法で使用される中間化合物、その合成の方法、およびオレフィンメタセシス反応における新規のルテニウム錯体の使用
EP23798501.5A EP4584262A1 (en) 2022-09-08 2023-09-08 Novel ruthenium complexes, method of their synthesis, intermediate compounds used in this method, method of their synthesis and use of novel ruthenium complexes in olefin metathesis reactions
US19/110,135 US20260092080A1 (en) 2022-09-08 2023-09-08 Novel ruthenium complexes, method of their synthesis, intermediate compounds used in this method, method of their synthesis and use of novel ruthenium complexes in olefin metathesis reactions
KR1020257010169A KR20250065630A (ko) 2022-09-08 2023-09-08 신규 루테늄 착체, 이의 합성 방법, 이 방법에 사용되는 중간체 화합물, 이의 합성 방법 및 올레핀 복분해 반응에서의 신규 루테늄 착체의 용도
PCT/IB2023/058921 WO2024052871A1 (en) 2022-09-08 2023-09-08 Novel ruthenium complexes, method of their synthesis, intermediate compounds used in this method, method of their synthesis and use of novel ruthenium complexes in olefin metathesis reactions

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL442226A PL442226A1 (pl) 2022-09-08 2022-09-08 Nowe kompleksy rutenu, sposób ich otrzymywania, związki pośrednie stosowane w tym sposobie, sposób ich wytwarzania oraz zastosowanie nowych kompleksów rutenu w reakcjach metatezy olefin

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PL442226A1 true PL442226A1 (pl) 2024-03-11

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PL442226A PL442226A1 (pl) 2022-09-08 2022-09-08 Nowe kompleksy rutenu, sposób ich otrzymywania, związki pośrednie stosowane w tym sposobie, sposób ich wytwarzania oraz zastosowanie nowych kompleksów rutenu w reakcjach metatezy olefin

Country Status (6)

Country Link
US (1) US20260092080A1 (pl)
EP (1) EP4584262A1 (pl)
JP (1) JP7898222B2 (pl)
KR (1) KR20250065630A (pl)
PL (1) PL442226A1 (pl)
WO (1) WO2024052871A1 (pl)

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2909381A1 (fr) * 2006-11-30 2008-06-06 Enscr Complexes de rethenium et utilisation de tels complexes pour la metathese d'olefines
CN101205242A (zh) * 2007-09-30 2008-06-25 埃沃尼克德古萨有限责任公司 含有n-杂环卡宾配体的钌的亚烷基络合物及其在烯烃复分解反应中作为高活性高选择性催化剂的用途
US20110306815A1 (en) * 2009-11-09 2011-12-15 Hagadorn John R Metathesis Catalyst and Process for Use Thereof
WO2017055945A1 (en) * 2015-09-30 2017-04-06 Apeiron Synthesis S.A. Process for producing ruthenium complexes and intermediates thereof and their use in olefin metathesis
PL419637A1 (pl) * 2016-11-30 2018-06-04 Uniwersytet Warszawski Nowy kompleks rutenu, sposób jego otrzymywania oraz zastosowanie w reakcji metatezy olefin
KR20210056130A (ko) * 2019-11-08 2021-05-18 광주과학기술원 루테늄 착물 형성을 위한 비고리형 카벤 리간드, 루테늄 착물 촉매 및 이의 용도
PL432325A1 (pl) * 2019-12-23 2021-06-28 Apeiron Synthesis Spółka Akcyjna Kompleks rutenu i sposób prowadzenia reakcji metatezy olefin z utworzeniem wiązania wewnętrznego z zastosowaniem kompleksu rutenu jako katalizatora
CN113735914A (zh) * 2021-08-24 2021-12-03 南方科技大学 二茂铁衍生物类金属有机配合物及其制备方法与应用

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2909381A1 (fr) * 2006-11-30 2008-06-06 Enscr Complexes de rethenium et utilisation de tels complexes pour la metathese d'olefines
CN101205242A (zh) * 2007-09-30 2008-06-25 埃沃尼克德古萨有限责任公司 含有n-杂环卡宾配体的钌的亚烷基络合物及其在烯烃复分解反应中作为高活性高选择性催化剂的用途
US20110306815A1 (en) * 2009-11-09 2011-12-15 Hagadorn John R Metathesis Catalyst and Process for Use Thereof
WO2017055945A1 (en) * 2015-09-30 2017-04-06 Apeiron Synthesis S.A. Process for producing ruthenium complexes and intermediates thereof and their use in olefin metathesis
EP3356379A1 (en) * 2015-09-30 2018-08-08 Apeiron Synthesis S.A. Process for producing ruthenium complexes and intermediates thereof and their use in olefin metathesis
PL419637A1 (pl) * 2016-11-30 2018-06-04 Uniwersytet Warszawski Nowy kompleks rutenu, sposób jego otrzymywania oraz zastosowanie w reakcji metatezy olefin
KR20210056130A (ko) * 2019-11-08 2021-05-18 광주과학기술원 루테늄 착물 형성을 위한 비고리형 카벤 리간드, 루테늄 착물 촉매 및 이의 용도
PL432325A1 (pl) * 2019-12-23 2021-06-28 Apeiron Synthesis Spółka Akcyjna Kompleks rutenu i sposób prowadzenia reakcji metatezy olefin z utworzeniem wiązania wewnętrznego z zastosowaniem kompleksu rutenu jako katalizatora
CN113735914A (zh) * 2021-08-24 2021-12-03 南方科技大学 二茂铁衍生物类金属有机配合物及其制备方法与应用

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* Cited by examiner, † Cited by third party
Title
GAWIN R. I INN.: "Angew. Chem. Int. Ed. 2017, 56, 981-986", BIS(CYCLIC ALKYL AMINO CARBENE) RUTHENIUM COMPLEXES: A VERSATILE, HIGHLY EFFICIENT TOOL FOR OLEFIN METATHESIS *

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