PL441535A1 - 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
PL441535A1
PL441535A1 PL441535A PL44153522A PL441535A1 PL 441535 A1 PL441535 A1 PL 441535A1 PL 441535 A PL441535 A PL 441535A PL 44153522 A PL44153522 A PL 44153522A PL 441535 A1 PL441535 A1 PL 441535A1
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Poland
Prior art keywords
ruthenium complexes
new ruthenium
obtaining
preparation
olefin metathesis
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Application number
PL441535A
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English (en)
Inventor
Karol Grela
Anna KAJETANOWICZ
Adrian SYTNICZUK
Mariusz MILEWSKI
Vishal Purohit
Filip STRUZIK
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Uniwersytet Warszawski
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Application filed by Uniwersytet Warszawski filed Critical Uniwersytet Warszawski
Priority to PL441535A priority Critical patent/PL441535A1/pl
Priority to JP2024575547A priority patent/JP2025522560A/ja
Priority to PCT/IB2023/056530 priority patent/WO2023248205A1/en
Priority to EP23768935.1A priority patent/EP4543894A1/en
Priority to KR1020257001837A priority patent/KR20250040634A/ko
Publication of PL441535A1 publication Critical patent/PL441535A1/pl

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic 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
    • C07D207/18Heterocyclic 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 one double bond between ring members or between a ring member and a non-ring member
    • C07D207/20Heterocyclic 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 one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • 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
    • B01J31/2265Carbenes 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
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/30Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
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    • 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
    • C07C67/00Preparation of carboxylic acid esters
    • 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
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D201/00Preparation, separation, purification or stabilisation of unsubstituted lactams
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/06Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • 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
    • 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
    • B01J2531/0286Complexes comprising ligands or other components characterized by their function
    • B01J2531/0288Sterically demanding or shielding ligands
    • 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
    • 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
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    • 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

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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)

Abstract

Przedmiotem zgłoszenia jest nowy kompleks rutenu, w którym wszystkie zmienne mają zdefiniowane w opisie znaczenia. Przedmiotem zgłoszenia jest także sposób otrzymywania kompleksu rutenu, związek pośredni będący prekursorem ligandu stosowany w otrzymywania kompleksu rutenu CAAC-1 oraz zastosowanie tego kompleksu rutenu jako (pre)katalizatora w reakcjach metatezy olefin.
PL441535A 2022-06-23 2022-06-23 Nowe kompleksy rutenu, sposób ich otrzymywania, związki pośrednie stosowane w tym sposobie, sposób ich wytwarzania oraz zastosowanie nowych kompleksów rutenu w reakcjach metatezy olefin PL441535A1 (pl)

Priority Applications (5)

Application Number Priority Date Filing Date Title
PL441535A PL441535A1 (pl) 2022-06-23 2022-06-23 Nowe kompleksy rutenu, sposób ich otrzymywania, związki pośrednie stosowane w tym sposobie, sposób ich wytwarzania oraz zastosowanie nowych kompleksów rutenu w reakcjach metatezy olefin
JP2024575547A JP2025522560A (ja) 2022-06-23 2023-06-23 新規ルテニウム錯体、その合成の方法、この方法に使用される中間化合物、その合成の方法、及びオレフィンメタセシス反応における新規ルテニウム錯体の使用
PCT/IB2023/056530 WO2023248205A1 (en) 2022-06-23 2023-06-23 Novel ruthenium complexes, method of their synthesis, intermediate compounds used in this method, method of their synthesis and the use of novel ruthenium complexes in olefin metathesis reactions
EP23768935.1A EP4543894A1 (en) 2022-06-23 2023-06-23 Novel ruthenium complexes, method of their synthesis, intermediate compounds used in this method, method of their synthesis and the use of novel ruthenium complexes in olefin metathesis reactions
KR1020257001837A KR20250040634A (ko) 2022-06-23 2023-06-23 신규한 루테늄 복합체, 이의 합성 방법, 이러한 방법에서 사용되는 중간체 화합물, 이의 합성 방법 및 올레핀 복분해 반응에서의 신규한 루테늄 복합체의 용도

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL441535A PL441535A1 (pl) 2022-06-23 2022-06-23 Nowe kompleksy rutenu, sposób ich otrzymywania, związki pośrednie stosowane w tym sposobie, sposób ich wytwarzania oraz zastosowanie nowych kompleksów rutenu w reakcjach metatezy olefin

Publications (1)

Publication Number Publication Date
PL441535A1 true PL441535A1 (pl) 2023-12-27

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PL441535A PL441535A1 (pl) 2022-06-23 2022-06-23 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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EP (1) EP4543894A1 (pl)
JP (1) JP2025522560A (pl)
KR (1) KR20250040634A (pl)
PL (1) PL441535A1 (pl)
WO (1) WO2023248205A1 (pl)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9249170B2 (en) * 2013-04-11 2016-02-02 California Institute Of Technology Cyclic alkyl amino carbene (CAAC) ruthenium complexes as improved catalysts for ethenolysis reactions
PL414234A1 (pl) * 2015-09-30 2017-04-10 Apeiron Synthesis Spółka Akcyjna Sposób wytwarzania kompleksów rutenu i związków pośrednich oraz ich zastosowanie w metatezie olefin
WO2018087678A1 (en) * 2016-11-10 2018-05-17 Apeiron Synthesis S.A. Use of ruthenium complexes in olefin metathesis reaction
WO2022008656A1 (en) * 2020-07-08 2022-01-13 Centre National De La Recherche Scientifique Optically pure enantiomers of ruthenium complexes and uses thereof

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015157736A1 (en) * 2014-04-10 2015-10-15 California Institute Of Technology Reactions in the presence of ruthenium complexes

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9249170B2 (en) * 2013-04-11 2016-02-02 California Institute Of Technology Cyclic alkyl amino carbene (CAAC) ruthenium complexes as improved catalysts for ethenolysis reactions
PL414234A1 (pl) * 2015-09-30 2017-04-10 Apeiron Synthesis Spółka Akcyjna Sposób wytwarzania kompleksów rutenu i związków pośrednich oraz ich zastosowanie w metatezie olefin
WO2018087678A1 (en) * 2016-11-10 2018-05-17 Apeiron Synthesis S.A. Use of ruthenium complexes in olefin metathesis reaction
WO2022008656A1 (en) * 2020-07-08 2022-01-13 Centre National De La Recherche Scientifique Optically pure enantiomers of ruthenium complexes and uses thereof

Also Published As

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EP4543894A1 (en) 2025-04-30
JP2025522560A (ja) 2025-07-15
WO2023248205A1 (en) 2023-12-28
KR20250040634A (ko) 2025-03-24

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