MX2016009398A - Ligandos de difosfina basados en benceno para alcoxicarbonilacion. - Google Patents

Ligandos de difosfina basados en benceno para alcoxicarbonilacion.

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Publication number
MX2016009398A
MX2016009398A MX2016009398A MX2016009398A MX2016009398A MX 2016009398 A MX2016009398 A MX 2016009398A MX 2016009398 A MX2016009398 A MX 2016009398A MX 2016009398 A MX2016009398 A MX 2016009398A MX 2016009398 A MX2016009398 A MX 2016009398A
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Mexico
Prior art keywords
alkyl
cycloalkyl
aryl
heteroaryl
alkoxycarbonylation
Prior art date
Application number
MX2016009398A
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English (en)
Inventor
Geilen Frank
Franke Robert
Fridag Dirk
Hess Dieter
Marie Dyballa Katrin
Dong Kaiwu
Neumann Helfried
Jackstell Ralf
Beller Matthias
Original Assignee
Evonik Degussa Gmbh
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Publication date
Application filed by Evonik Degussa Gmbh filed Critical Evonik Degussa Gmbh
Publication of MX2016009398A publication Critical patent/MX2016009398A/es

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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/50—Organo-phosphines
    • C07F9/5022—Aromatic phosphines (P-C aromatic linkage)
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    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
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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
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
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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
    • B01J31/24—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
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    • 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
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    • 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
    • B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
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    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/36—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates
    • C07C67/38—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates by addition to an unsaturated carbon-to-carbon bond
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    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
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    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
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    • C07F9/58—Pyridine rings
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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
    • C07F9/65515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring
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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
    • C07F9/655345—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a five-membered ring
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    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78—Preparation processes
    • C08G63/82—Preparation processes characterised by the catalyst used
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    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
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    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0202—Polynuclearity
    • B01J2531/0208—Bimetallic complexes, i.e. comprising one or more units of two metals, with metal-metal bonds but no all-metal (M)n rings, e.g. Cr2(OAc)4
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    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
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    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84—Metals of the iron group
    • B01J2531/842—Iron

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
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  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Peptides Or Proteins (AREA)

Abstract

La invención se refiere a compuestos de la fórmula (I) (ver Fórmula) donde m y n son cada uno independientemente 0 o 1; R1, R2, R3, R4 se seleccionan cada uno independientemente a partir de -(C1-C12)-alquilo, -(C3-C12)-cicloalquilo, -(C3-C12)-heterocicloal quilo, -(C6-C20)-arilo, -(C3-C20)-heteroarilo; al menos uno de los radicales R1, R2, R3, R4 es un radical -(C3-C20)-heteroarilo; y R1, R2, R3, R4, si son -(C1-C12)-alquilo, -(C3-C12)-cicloalquilo , -(C3-C12)-heterocicloalquilo, -(C6-C20)-arilo o -(C3-C20)-heteroarilo, pueden estar cada uno independientemente sustituidos por uno o más sustituyentes seleccionados de -(C1-C12)-alquilo, -(C3-C12)-cicloalquilo, -(C3-C12)-heterocicloal quilo, -O-(C1-C12)-alquilo, -O-(C1-C12)-alquil-(C6-C20)-arilo, -O-(C3-C12)-cicloalquilo, -S-(C1-C12)-alquilo, -S-(C3-C12)-cicloalquilo, -COO-(C1-C12)-alquilo, -COO-(C3-C12)-cicloalquilo, -CONH-(C1-C12)-alquilo, -CONH-(C3-C12)-cicloalquilo, -CO-(C1-C12)-alquilo, -CO-(C3-C12)-cicloalquilo, -N-[(C1-C12)-alquilo]2, -(C6-C20)-arilo, -(C6-C20)-aril-(C1-C12)-alquilo, -(C6-C20)-aril-O-(C1-C12)-alquilo, -(C3-C20)-heteroarilo, -(C3-C20)-heteroaril-(C1-C12)-alquilo, -(C3-C20)-heteroaril-O-(C1- C12)-alquilo, -COOH, -OH, -SO3H, -NH2, halógeno; y al uso de estos como ligandos en la alcoxicarbonilación.
MX2016009398A 2015-07-23 2016-07-19 Ligandos de difosfina basados en benceno para alcoxicarbonilacion. MX2016009398A (es)

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DE102015213918 2015-07-23

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MX2016009398A MX2016009398A (es) 2015-07-23 2016-07-19 Ligandos de difosfina basados en benceno para alcoxicarbonilacion.
MX2016009397A MX2016009397A (es) 2015-07-23 2016-07-19 Compuestos basados en ferroceno y catalizadores de paladio basados en los mismos para la alcoxicarbonilacion de compuestos etilenicamente insaturados.

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US (8) US9688604B2 (es)
EP (6) EP3121186B1 (es)
JP (2) JP6714459B2 (es)
KR (2) KR101878043B1 (es)
CN (7) CN106366126B (es)
AR (2) AR105389A1 (es)
BR (2) BR102016016724B1 (es)
CA (2) CA2936723C (es)
ES (6) ES2711749T3 (es)
MX (2) MX2016009398A (es)
MY (1) MY172677A (es)
PL (3) PL3121181T4 (es)
SG (3) SG10201605921SA (es)
TW (2) TWI634947B (es)
ZA (2) ZA201605001B (es)

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AR105389A1 (es) 2015-07-23 2017-09-27 Evonik Degussa Gmbh Compuestos basados en ferroceno y catalizadores de paladio basados en los mismos para la alcoxicarbonilación de compuestos etilénicamente instaurados
ES2734383T3 (es) 2016-07-19 2019-12-05 Procedimiento para la producción de di- o tricarboxilatos mediante alcoxicarbonilación de dienos con dobles enlaces conjugados
PL3272732T3 (pl) 2016-07-19 2020-03-31 Evonik Degussa Gmbh Sposób alkoksykarbonylowania etylenowo nienasyconych związków za pomocą ligandów monofosfinowych
EP3272730B1 (de) 2016-07-19 2019-01-02 Evonik Degussa GmbH Verfahren zur alkoxycarbonylierung von ethern
EP3272760B1 (de) 2016-07-19 2019-05-15 Evonik Degussa GmbH 1,1'-bis(phosphino)ferrocenliganden für die alkoxycarbonylierung
EP3272759B1 (de) 2016-07-19 2019-05-08 Evonik Degussa GmbH 1,1'-bis(phosphino)ferrocenliganden für die alkoxycarbonylierung
ES2722052T3 (es) 2016-07-19 2019-08-07 Evonik Degussa Gmbh Procedimiento para la alcoxicarbonilación de olefinas en un medio con baja concentración de ácidos de Brønsted
EP3272729B1 (de) 2016-07-19 2019-09-04 Evonik Degussa GmbH Verfahren zur herstellung von estern durch carbonylierung von ethern
EP3272728B1 (de) 2016-07-19 2019-06-19 Evonik Degussa GmbH Verfahren zur alkoxycarbonylierung von alkoholen
WO2018175332A1 (en) * 2017-03-18 2018-09-27 Qatar Foundation For Education, Science And Community Development Metal-catalyzed alkoxycarbonylation of a lactone
EP3421478B1 (en) 2017-06-29 2020-03-25 Evonik Operations GmbH Markovnikov-selective palladium catalyst for carbonylation of alkynes with heteroarenes
EP3441384B1 (de) * 2017-08-08 2019-12-25 Evonik Operations GmbH Methoxycarbonylierung mit ameisensäure und methanol
EP3441383B1 (de) * 2017-08-08 2019-12-25 Evonik Operations GmbH Methoxycarbonylierung mit ameisensäure als co-quelle
EP3441137B1 (de) * 2017-08-08 2019-12-25 Evonik Operations GmbH Pd-katalysierten zersetzung von ameisensäure
PL3502082T3 (pl) * 2017-12-21 2020-07-27 Evonik Operations Gmbh Sposób katalizowanej Pd hydroksykarbonylacji diizobutenów: wpływ rozpuszczalnika
EP3502081B1 (de) * 2017-12-21 2020-07-01 Evonik Operations GmbH Verfahren zur pd-katalysierten hydroxycarbonylierung von diisobuten: verhältnis 3,5,5-trimethylhexansäure/h2o
ES2807998T3 (es) * 2017-12-21 2021-02-25 Evonik Operations Gmbh Procedimiento para la hidroxicarbonilación de diisobuteno catalizada con Pd: proporción ligando/Pd
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