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BR9810669A - Process for the amination of aromatic, mononuclear and polynuclear compounds, containing at least one aromatic ring in the presence of a palladium complex catalyst - Google Patents

Process for the amination of aromatic, mononuclear and polynuclear compounds, containing at least one aromatic ring in the presence of a palladium complex catalyst

Info

Publication number
BR9810669A
BR9810669A BR9810669-4A BR9810669A BR9810669A BR 9810669 A BR9810669 A BR 9810669A BR 9810669 A BR9810669 A BR 9810669A BR 9810669 A BR9810669 A BR 9810669A
Authority
BR
Brazil
Prior art keywords
aromatic
mononuclear
aromatic ring
amination
complex catalyst
Prior art date
Application number
BR9810669-4A
Other languages
Portuguese (pt)
Inventor
Gernot Boche
Helge Jaensch
Sven Kannenberg
Guido Wuellner
Original Assignee
Celanese Chem Europe Gmbh
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 Celanese Chem Europe Gmbh filed Critical Celanese Chem Europe Gmbh
Publication of BR9810669A publication Critical patent/BR9810669A/en

Links

Classifications

    • 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
    • B01J31/2442—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems
    • B01J31/2447—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring
    • B01J31/2452—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring with more than one complexing phosphine-P atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C221/00—Preparation of compounds containing amino groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • 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
    • 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
    • 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
    • B01J31/2442—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems
    • B01J31/2447—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B43/00—Formation or introduction of functional groups containing nitrogen
    • C07B43/04—Formation or introduction of functional groups containing nitrogen of amino groups
    • 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
    • B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • B01J2231/4277—C-X Cross-coupling, e.g. nucleophilic aromatic amination, alkoxylation or analogues
    • B01J2231/4283—C-X Cross-coupling, e.g. nucleophilic aromatic amination, alkoxylation or analogues using N nucleophiles, e.g. Buchwald-Hartwig amination
    • 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
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0261—Complexes comprising ligands with non-tetrahedral chirality
    • B01J2531/0266—Axially chiral or atropisomeric ligands, e.g. bulky biaryls such as donor-substituted binaphthalenes, e.g. "BINAP" or "BINOL"
    • 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
    • B01J2531/824—Palladium
    • 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
    • B01J2531/90—Catalytic systems characterized by the solvent or solvent system used
    • B01J2531/96—Water

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pyridine Compounds (AREA)
  • Catalysts (AREA)

Abstract

Patente de Invenção <B>"PROCESSO PARA A AMINAçãO DE COMPOSTOS AROMáTICOS, MONONUCLEARES E COMPOSTOS POLINUCLEARES, CONTENDO PELO MENOS UM ANEL AROMáTICO NA PRESENçA DE UM CATALISADOR DO COMPLEXO DE PALáDIO"<D>. Com a presente invenção é posto à disposição um novo processo para a aminação de compostos aromáticos, monocucleares e compostos polinucleares, contendo pelo menos um anel aromático, que possibilita uma separação simples do composto aromático, mononuclear aminado ou do composto polinuclear, aminado, contendo pelo menos um anel aromático da mistura de reação e uma recuperação do sistema de catalisador aplicado. Esse processo abrange a reação do composto aromático, mononuclear ou do composto polinuclear, contendo pelo menos um anel aromático com aminas primárias ou secundárias na presença de água, de uma base e de um catalisador do complexo de paládio, que contém ligante de fosfina solúveis em água, orgânicos.Invention Patent <B> "PROCESS FOR THE AMINATION OF AROMATIC, MONONUCLEAR COMPOUNDS AND POLINUCLEAR COMPOUNDS, CONTAINING AT LEAST ONE AROMATIC RING IN THE PRESENCE OF A PALADIUM COMPLEX CATALYST" <D>. With the present invention, a new process is made available for the amination of aromatic, monocuclear and polynuclear compounds, containing at least one aromatic ring, which allows a simple separation of the aromatic, mononuclear or amino compound, containing at least minus an aromatic ring of the reaction mixture and a recovery of the applied catalyst system. This process involves the reaction of the aromatic, mononuclear or polynuclear compound, containing at least one aromatic ring with primary or secondary amines in the presence of water, a base and a palladium complex catalyst, which contains phosphine ligand soluble in water, organic.

BR9810669-4A 1997-07-04 1998-06-27 Process for the amination of aromatic, mononuclear and polynuclear compounds, containing at least one aromatic ring in the presence of a palladium complex catalyst BR9810669A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19728760A DE19728760C1 (en) 1997-07-04 1997-07-04 Amination or aryl compounds
PCT/EP1998/003943 WO1999001418A1 (en) 1997-07-04 1998-06-27 Method for aminating mononuclear aromatic compounds and polynuclear compounds containing at least one aromatic ring in the presence of an palladium complex catalyst

Publications (1)

Publication Number Publication Date
BR9810669A true BR9810669A (en) 2000-09-26

Family

ID=7834748

Family Applications (1)

Application Number Title Priority Date Filing Date
BR9810669-4A BR9810669A (en) 1997-07-04 1998-06-27 Process for the amination of aromatic, mononuclear and polynuclear compounds, containing at least one aromatic ring in the presence of a palladium complex catalyst

Country Status (11)

Country Link
EP (1) EP0998449A1 (en)
JP (1) JP2002508777A (en)
KR (1) KR20010021497A (en)
AU (1) AU8801998A (en)
BR (1) BR9810669A (en)
CA (1) CA2294733A1 (en)
DE (1) DE19728760C1 (en)
ID (1) ID20521A (en)
TW (1) TW381070B (en)
WO (1) WO1999001418A1 (en)
ZA (1) ZA985826B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1058678B1 (en) * 1998-02-26 2002-12-11 Massachusetts Institute of Technology Metal-catalyzed arylations and vinylations of hydrazines, hydrazones, hydroxylamines and oximes
DE19942394C1 (en) * 1999-09-06 2001-02-01 Bayer Ag Increasing the yield of nitrodiphenylamines in base/palladium-catalysed nitrohalobenzene/aromatic amine reactions by using a base which has been milled and optionally also dried
WO2002037990A2 (en) 2000-11-10 2002-05-16 Vector Tobacco Ltd. Method and product for removing carcinogens from tobacco smoke

Also Published As

Publication number Publication date
AU8801998A (en) 1999-01-25
KR20010021497A (en) 2001-03-15
JP2002508777A (en) 2002-03-19
EP0998449A1 (en) 2000-05-10
DE19728760C1 (en) 1998-10-29
ZA985826B (en) 1999-01-25
WO1999001418A1 (en) 1999-01-14
ID20521A (en) 1999-01-07
TW381070B (en) 2000-02-01
CA2294733A1 (en) 1999-01-14

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Legal Events

Date Code Title Description
FA10 Dismissal: dismissal - article 33 of industrial property law
B11Y Definitive dismissal acc. article 33 of ipl - extension of time limit for request of examination expired