ES2163649T3 - Catalizadores para la realizacion de reacciones de acoplamiento cruzado. - Google Patents
Catalizadores para la realizacion de reacciones de acoplamiento cruzado.Info
- Publication number
- ES2163649T3 ES2163649T3 ES96927594T ES96927594T ES2163649T3 ES 2163649 T3 ES2163649 T3 ES 2163649T3 ES 96927594 T ES96927594 T ES 96927594T ES 96927594 T ES96927594 T ES 96927594T ES 2163649 T3 ES2163649 T3 ES 2163649T3
- Authority
- ES
- Spain
- Prior art keywords
- coupling reactions
- catalysts
- conduct
- crossed coupling
- crossed
- 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 - Lifetime
Links
- 238000005859 coupling reaction Methods 0.000 title abstract 2
- 239000003054 catalyst Substances 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 1
- 239000005922 Phosphane Substances 0.000 abstract 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229910000064 phosphane Inorganic materials 0.000 abstract 1
- 150000003462 sulfoxides Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
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
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/006—Palladium compounds
- C07F15/0066—Palladium compounds without a metal-carbon linkage
-
- 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
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0215—Sulfur-containing compounds
- B01J31/0225—Sulfur-containing compounds comprising sulfonic acid groups or the corresponding salts
-
- 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
- B01J31/2409—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
-
- 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
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B37/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
- C07B37/04—Substitution
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- 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
- 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
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/32—Esters thereof
- C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/3229—Esters of aromatic acids (P-C aromatic linkage)
-
- 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
- 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
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4021—Esters of aromatic acids (P-C aromatic linkage)
-
- 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
- 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)
-
- 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
- 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
- C07F9/505—Preparation; Separation; Purification; Stabilisation
- C07F9/5063—Preparation; Separation; Purification; Stabilisation from compounds having the structure P-H or P-Heteroatom, in which one or more of such bonds are converted into P-C bonds
- C07F9/5077—Preparation; Separation; Purification; Stabilisation from compounds having the structure P-H or P-Heteroatom, in which one or more of such bonds are converted into P-C bonds from starting materials having the structure P-Metal, including R2P-M+
-
- 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
- B01J2231/4205—C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type
- B01J2231/4211—Suzuki-type, i.e. RY + R'B(OR)2, in which R, R' are optionally substituted alkyl, alkenyl, aryl, acyl and Y is the leaving group
-
- 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
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/847—Nickel
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Catalysts (AREA)
Abstract
SE PROPONE UN SISTEMA DE CATALIZADOR, EN ESPECIAL PARA LAS REACCIONES DE ACOPLAMIENTO CRUZADAS, QUE SE PUEDE OBTENER MEDIANTE REACCION A) DE UNA COMPOSICION DE PALADIO (II) CON B) UN LIGANDO DE FOSFANO SOLUBLE EN AGUA Y C) UN SULFOXIDO O UN ALCOHOL POLIVALENTE.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1995127118 DE19527118A1 (de) | 1995-07-25 | 1995-07-25 | Verfahren zur Durchführung von Kreuzkupplungsreaktionen |
DE1995135528 DE19535528A1 (de) | 1995-09-25 | 1995-09-25 | Verfahren zur Durchführung von Kreuzkupplungsreaktionen |
DE19620023A DE19620023C2 (de) | 1996-05-17 | 1996-05-17 | Verfahren zur Herstellung von Phosphinat- oder Phosphonatgruppen enthaltenden tertiären Phosphanen und neue Phosphinatgruppen enthaltende tertiäre Phosphane |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2163649T3 true ES2163649T3 (es) | 2002-02-01 |
Family
ID=27215318
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES96927595T Expired - Lifetime ES2150688T3 (es) | 1995-07-25 | 1996-07-24 | Procedimiento para la realizacion de reacciones de acoplamiento cruzado. |
ES96927594T Expired - Lifetime ES2163649T3 (es) | 1995-07-25 | 1996-07-24 | Catalizadores para la realizacion de reacciones de acoplamiento cruzado. |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES96927595T Expired - Lifetime ES2150688T3 (es) | 1995-07-25 | 1996-07-24 | Procedimiento para la realizacion de reacciones de acoplamiento cruzado. |
Country Status (9)
Country | Link |
---|---|
US (2) | US5756804A (es) |
EP (2) | EP0842145B1 (es) |
JP (2) | JPH11509776A (es) |
KR (2) | KR19990035909A (es) |
CZ (2) | CZ297891B6 (es) |
DE (2) | DE59605626D1 (es) |
ES (2) | ES2150688T3 (es) |
HU (2) | HU225303B1 (es) |
WO (2) | WO1997005151A1 (es) |
Families Citing this family (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR19990035909A (ko) * | 1995-07-25 | 1999-05-25 | 귀틀라인 | 교차-커플링 반응용 촉매 |
DE19620023C2 (de) * | 1996-05-17 | 2001-03-08 | Celanese Chem Europe Gmbh | Verfahren zur Herstellung von Phosphinat- oder Phosphonatgruppen enthaltenden tertiären Phosphanen und neue Phosphinatgruppen enthaltende tertiäre Phosphane |
EP0842208B2 (en) | 1995-07-28 | 2009-08-19 | Sumitomo Chemical Company, Limited | 2,7-aryl-9-substituted fluorenes and 9-substituted fluorene oligomers and polymers |
US5708130A (en) * | 1995-07-28 | 1998-01-13 | The Dow Chemical Company | 2,7-aryl-9-substituted fluorenes and 9-substituted fluorene oligomers and polymers |
US6309763B1 (en) | 1997-05-21 | 2001-10-30 | The Dow Chemical Company | Fluorene-containing polymers and electroluminescent devices therefrom |
US6323366B1 (en) | 1997-07-29 | 2001-11-27 | Massachusetts Institute Of Technology | Arylamine synthesis |
GB9807104D0 (en) | 1998-04-02 | 1998-06-03 | Chirotech Technology Ltd | The preparation of phosphine ligands |
US6268513B1 (en) | 1998-08-06 | 2001-07-31 | Symyx Technologies, Inc. | Phosphine ligands metal complexes and compositions thereof for cross-coupling reactions |
US6265601B1 (en) | 1998-08-06 | 2001-07-24 | Symyx Technologies, Inc. | Methods for using phosphine ligands in compositions for suzuki cross-coupling reactions |
US6124462A (en) * | 1999-11-30 | 2000-09-26 | E. I. Du Pont De Nemours And Company | Catalysis using phosphine oxide compounds |
CA2385960C (en) * | 1999-11-30 | 2009-09-15 | E.I. Du Pont De Nemours And Company | Catalysis using phosphine oxide compounds |
US20030220646A1 (en) * | 2002-05-23 | 2003-11-27 | Thelen Sarah L. | Method and apparatus for reducing femoral fractures |
JP2004501877A (ja) | 2000-06-26 | 2004-01-22 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | ホスフィンオキシド化合物およびスルホキシド化合物を用いる触媒作用 |
JP4581321B2 (ja) * | 2001-10-23 | 2010-11-17 | 住友化学株式会社 | 不飽和有機化合物誘導体の製造方法 |
DE10211597A1 (de) * | 2002-03-15 | 2003-10-02 | Merck Patent Gmbh | Verfahren zur Herstellung von Ringverbindungen |
US20060030718A1 (en) * | 2002-03-28 | 2006-02-09 | University Of Tennessee Research Foundation | Cobalt-based catalysts for the cyclization of alkenes |
US6878850B2 (en) | 2003-01-29 | 2005-04-12 | Combiphos Catalysts, Inc | Catalysis using halophosphine compounds |
CN104592128A (zh) | 2005-12-20 | 2015-05-06 | 阿斯利康(瑞典)有限公司 | 作为gabaa受体调节剂的取代的噌啉衍生物及其合成方法 |
US7465795B2 (en) * | 2005-12-20 | 2008-12-16 | Astrazeneca Ab | Compounds and uses thereof |
CN1966608B (zh) * | 2006-11-20 | 2010-09-01 | 烟台万润精细化工股份有限公司 | 利用交叉偶联反应来制备联苯类单体液晶的方法 |
TW200911760A (en) * | 2007-06-19 | 2009-03-16 | Astrazeneca Ab | Compounds and uses thereof |
CN101835535B (zh) * | 2007-07-11 | 2012-11-07 | 东曹株式会社 | 催化剂组合物及使用该催化剂组合物的交叉偶联化合物的制造方法 |
SG10201505698TA (en) | 2009-03-04 | 2015-09-29 | Chevron Phillips Chemical Co | Selective hydrogenation catalyst and methods of making and using same |
WO2011020900A2 (en) | 2009-08-21 | 2011-02-24 | Technische Universität Berlin | A process for preparing biaryl compounds in a suzuki type reaction allowing product isolation and catalyst recycling in one step |
WO2015178342A1 (ja) * | 2014-05-20 | 2015-11-26 | マナック株式会社 | モノカップリング体の製造方法 |
KR102384765B1 (ko) * | 2014-11-26 | 2022-04-07 | 스미또모 가가꾸 가부시키가이샤 | 화합물의 제조 방법 |
JP7023080B2 (ja) | 2016-10-31 | 2022-02-21 | 東ソー株式会社 | 芳香族化合物の製造方法 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4229606A (en) * | 1978-12-13 | 1980-10-21 | Shell Oil Company | 1,7-Octadiene process |
DE3263566D1 (en) * | 1981-12-02 | 1985-06-20 | Shell Int Research | Preparation of carbamates using a palladium-containing catalyst |
GB2183631A (en) * | 1985-11-27 | 1987-06-10 | Shell Int Research | Process for the preparation of oxo-alkanedioic acids or diesters thereof |
EP0372313B1 (de) * | 1988-12-02 | 1997-03-05 | Hoechst Aktiengesellschaft | Sulfonierte Phenylphosphane enthaltende Komplexverbindungen |
US5380910A (en) * | 1992-04-28 | 1995-01-10 | Ihara Chemical Industry Co., Ltd. | Method for producing an asymmetric biaryl derivative |
TW225485B (es) * | 1992-05-29 | 1994-06-21 | Hoechst Ag | |
FR2693188B1 (fr) * | 1992-07-01 | 1994-08-05 | Beghin Say Eridania | Procede de telomerisation de dienes conjugues avec des polyols et notamment avec des sucres et des derives de sucres. |
DE4236103A1 (de) * | 1992-10-26 | 1994-04-28 | Hoechst Ag | Verfahren zur Kreuzkupplung von aromatischen Boronsäuren mit aromatischen Halogenverbindungen oder Perfluoralkylsulfonaten |
DE4340490A1 (de) * | 1992-11-27 | 1994-06-01 | Merck Patent Gmbh | Verbessertes Verfahren zur Durchführung einer Kreuzkopplungsreaktion |
GB9306366D0 (en) * | 1993-03-26 | 1993-05-19 | Bp Chem Int Ltd | Process for prepariang polyketones |
US5736480A (en) * | 1994-02-22 | 1998-04-07 | California Institute Of Technology | Supported phase chiral sulfonated BINAP catalyst solubilized in alcohol and method of asymmetric hydrogenation |
DE4414499A1 (de) * | 1994-04-26 | 1995-11-02 | Hoechst Ag | Verfahren zur Kreuzkupplung von aromatischen Borverbindungen mit aromatischen Halogenverbindungen oder Perfluoralkylsulfonaten |
US5600032A (en) * | 1994-06-29 | 1997-02-04 | Mitsubishi Chemical Corporation | Method for producing an unsaturated alcohol |
DE4426671A1 (de) * | 1994-07-28 | 1996-02-01 | Hoechst Ag | Verfahren zur Kreuzkupplung von aromatischen Borverbindungen mit aromatischen Halogenverbindungen oder Perfluoralkylsulfonaten |
KR19990035909A (ko) * | 1995-07-25 | 1999-05-25 | 귀틀라인 | 교차-커플링 반응용 촉매 |
-
1996
- 1996-07-24 KR KR1019980700570A patent/KR19990035909A/ko not_active Application Discontinuation
- 1996-07-24 CZ CZ0021298A patent/CZ297891B6/cs not_active IP Right Cessation
- 1996-07-24 ES ES96927595T patent/ES2150688T3/es not_active Expired - Lifetime
- 1996-07-24 EP EP96927595A patent/EP0842145B1/de not_active Expired - Lifetime
- 1996-07-24 US US08/686,167 patent/US5756804A/en not_active Expired - Fee Related
- 1996-07-24 HU HU9900423A patent/HU225303B1/hu not_active IP Right Cessation
- 1996-07-24 HU HU9900235A patent/HUP9900235A3/hu unknown
- 1996-07-24 JP JP9507218A patent/JPH11509776A/ja not_active Ceased
- 1996-07-24 WO PCT/EP1996/003266 patent/WO1997005151A1/de not_active Application Discontinuation
- 1996-07-24 CZ CZ98211A patent/CZ21198A3/cs unknown
- 1996-07-24 DE DE59605626T patent/DE59605626D1/de not_active Expired - Fee Related
- 1996-07-24 KR KR1019980700569A patent/KR19990035908A/ko not_active Application Discontinuation
- 1996-07-24 JP JP50721997A patent/JP3989955B2/ja not_active Expired - Fee Related
- 1996-07-24 US US09/000,128 patent/US6140265A/en not_active Expired - Fee Related
- 1996-07-24 DE DE59607957T patent/DE59607957D1/de not_active Expired - Fee Related
- 1996-07-24 ES ES96927594T patent/ES2163649T3/es not_active Expired - Lifetime
- 1996-07-24 EP EP96927594A patent/EP0842183B1/de not_active Expired - Lifetime
- 1996-07-24 WO PCT/EP1996/003267 patent/WO1997005104A1/de active IP Right Grant
Also Published As
Publication number | Publication date |
---|---|
DE59607957D1 (de) | 2001-11-22 |
JP3989955B2 (ja) | 2007-10-10 |
CZ21298A3 (cs) | 1998-04-15 |
HUP9900235A3 (en) | 1999-11-29 |
KR19990035908A (ko) | 1999-05-25 |
HUP9900423A3 (en) | 2000-02-28 |
ES2150688T3 (es) | 2000-12-01 |
HUP9900423A2 (hu) | 1999-06-28 |
WO1997005104A1 (de) | 1997-02-13 |
JPH11509776A (ja) | 1999-08-31 |
EP0842183A1 (de) | 1998-05-20 |
WO1997005151A1 (de) | 1997-02-13 |
HUP9900235A2 (hu) | 1999-05-28 |
US6140265A (en) | 2000-10-31 |
DE59605626D1 (de) | 2000-08-24 |
KR19990035909A (ko) | 1999-05-25 |
EP0842183B1 (de) | 2001-10-17 |
HU225303B1 (en) | 2006-09-28 |
JPH11509856A (ja) | 1999-08-31 |
EP0842145A1 (de) | 1998-05-20 |
EP0842145B1 (de) | 2000-07-19 |
US5756804A (en) | 1998-05-26 |
CZ21198A3 (cs) | 1998-07-15 |
CZ297891B6 (cs) | 2007-04-25 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
ES2163649T3 (es) | Catalizadores para la realizacion de reacciones de acoplamiento cruzado. | |
ES2118585T3 (es) | Procedimiento para la transicion entre catalizadores de polimerizacion incompatibles. | |
ES2173469T3 (es) | Composicion de eliminacion de oxigeno de varios componentes. | |
MX16842A (es) | Procedimiento para sintetizar derivados de sacarosa mediante reaccion regioselectiva. | |
IT1217438B (it) | Tubazione per autoveicolo,per la conduzione di un mezzo alcoolico | |
BR9810857A (pt) | Composto quìmico, processos para a preparação do mesmo, e para a preparação de uma poliolefina, sistema catalisador, e, uso do mesmo | |
DE59006201D1 (de) | Blockiergeschützte, hydraulische bremsanlage. | |
DE59004434D1 (de) | Blockiergeschützte, hydraulische bremsanlage. | |
DE3780645T2 (de) | Hydraulisches betaetigungssystem fuer eine kupplung. | |
ES2119312T3 (es) | Procedimiento para prolongar la actividad de catalizadores de intercambio ionico acido. | |
DE69005426T2 (de) | Hydraulikdruckrohrkupplung. | |
DE69010035T2 (de) | Steueranlage für den hydraulischen Bremsdruck. | |
DE59701294D1 (de) | Reformierungsreaktor, insbesondere zur Wasserdampfreformierung von Methanol | |
DE3787266D1 (de) | Elektrohydraulisches Hilfskraftsystem. | |
SE8503201D0 (sv) | Rostomvandlings- och rostskyddsmedel | |
ES503553A0 (es) | Un procedimiento mejorado para la conversion catalizada por enzima de etanol en acetaldehido. | |
DE3765964D1 (de) | Rueckschlagventil, insbesondere fuer druckwasserreaktor. | |
DE69006321T2 (de) | Steueranlage für den hydraulischen Druck. | |
ES2135143T3 (es) | Procedimiento para la fabricacion de pentenales. | |
IT1294893B1 (it) | Sistema idraulico. | |
IT7922703A0 (it) | Sistema operatore di valvole. | |
DE3762652D1 (de) | Druckquelle, insbesondere fuer eine hydraulische bremsanlage. | |
IT8221110A0 (it) | Impianto per depurare acque luride. | |
ES534159A0 (es) | Sistema hidraulico para vehiculos. | |
BR8805395A (pt) | Sistema para controle de um sistema bop submarino,processo para conversao de sistema submarino bop,controlado hidraulicamente,processo para conversao de mangueira hidraulica e sistema para uso de mangueira simples para transmissao de sinais hidraulicos e eletricos |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
FG2A | Definitive protection |
Ref document number: 842183 Country of ref document: ES |