WO2008120660A1 - Novel phosphine, method for producing the same and use of the same - Google Patents
Novel phosphine, method for producing the same and use of the same Download PDFInfo
- Publication number
- WO2008120660A1 WO2008120660A1 PCT/JP2008/055855 JP2008055855W WO2008120660A1 WO 2008120660 A1 WO2008120660 A1 WO 2008120660A1 JP 2008055855 W JP2008055855 W JP 2008055855W WO 2008120660 A1 WO2008120660 A1 WO 2008120660A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- groups
- substituted
- group
- same
- hydrocarbon
- Prior art date
Links
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 title abstract 5
- 229910000073 phosphorus hydride Inorganic materials 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052731 fluorine Inorganic materials 0.000 abstract 3
- 125000001153 fluoro group Chemical group F* 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000002102 aryl alkyloxo group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004104 aryloxy group Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- -1 methacrylate ester Chemical class 0.000 abstract 2
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 1
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000003003 phosphines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- 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
-
- 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
-
- 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
- C07F9/547—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
- C07F9/576—Six-membered rings
- C07F9/58—Pyridine rings
-
- 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
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/321—Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
Disclosed is a phosphine represented by the following formula (1). (In the formula, R1, R2, R3, R4 and R5 independently represent a hydrogen atom, a halogen atom, or a substituent selected from the group consisting of alkyl groups, aralkyl groups and aryl groups, each of which may substituted with a fluorine atom, silyl groups substituted with a hydrocarbon group, amino groups substituted with two hydrocarbon groups, alkoxy groups, aralkyloxy groups and aryloxy groups; and R6, R7, R8 and R9 independently represent a hydrogen atom, a halogen atom, or a substituent selected from the group consisting of alkyl groups, aralkyl groups, aryl groups, silyl groups substituted with a hydrocarbon group, amino groups substituted with two hydrocarbon groups, alkoxy groups, aralkyloxy groups and aryloxy groups. In this connection, at least one of R2, R3 and R4 represents a fluorine atom or an alkyl group substituted with a fluorine atom; and adjacent two groups among R1, R2, R3, R4, R5, R6, R7, R8 and R9 may combine together to form a ring.) This phosphine is useful as a catalyst component for producing a methacrylate ester from an acetylene compound, carbon monoxide and an alcohol.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007087296 | 2007-03-29 | ||
| JP2007-087296 | 2007-03-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2008120660A1 true WO2008120660A1 (en) | 2008-10-09 |
Family
ID=39808242
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2008/055855 WO2008120660A1 (en) | 2007-03-29 | 2008-03-27 | Novel phosphine, method for producing the same and use of the same |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP2008266307A (en) |
| WO (1) | WO2008120660A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011111806A1 (en) * | 2010-03-09 | 2011-09-15 | Sumitomo Chemical Company, Limited | METHOD FOR PRODUCING α, β-UNSATURATED CARBOXYLATE, AND CATALYST FOR PRODUCING THEREOF |
| WO2012111737A1 (en) * | 2011-02-17 | 2012-08-23 | 国立大学法人岡山大学 | Novel compound, novel ligand, novel transition metal complexes, and catalysts consisting of novel transition metal complexes |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5375161B2 (en) | 2008-02-18 | 2013-12-25 | 住友化学株式会社 | Composition and organic photoelectric conversion device using the same |
| CN102549002A (en) * | 2009-10-08 | 2012-07-04 | 住友化学株式会社 | Metal complex, pyridylphosphine compound, and method for producing alkyl methacrylate |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03167196A (en) * | 1989-10-20 | 1991-07-19 | Shell Internatl Res Maatschappij Bv | Phosphorus compound |
| JPH0592984A (en) * | 1991-02-15 | 1993-04-16 | Shell Internatl Res Maatschappij Bv | Preparation of diarylphosphinopyridine |
| JPH05255362A (en) * | 1991-12-14 | 1993-10-05 | Hoechst Ag | Preparation of tertiary phosphine |
| JPH0820592A (en) * | 1994-07-04 | 1996-01-23 | Hokko Chem Ind Co Ltd | Method for producing 2-diphenylphosphinopyridine |
| JPH09188632A (en) * | 1986-12-05 | 1997-07-22 | Shell Internatl Res Maatschappij Bv | Method for carbonylation of acetylenically unsaturated compounds |
| JPH11147855A (en) * | 1997-11-17 | 1999-06-02 | Daicel Chem Ind Ltd | Carbonylation |
| JP2008088153A (en) * | 2006-04-10 | 2008-04-17 | Okayama Univ | Method for producing amide compound and catalyst used in the method |
-
2008
- 2008-03-18 JP JP2008068998A patent/JP2008266307A/en not_active Withdrawn
- 2008-03-27 WO PCT/JP2008/055855 patent/WO2008120660A1/en active Application Filing
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09188632A (en) * | 1986-12-05 | 1997-07-22 | Shell Internatl Res Maatschappij Bv | Method for carbonylation of acetylenically unsaturated compounds |
| JPH03167196A (en) * | 1989-10-20 | 1991-07-19 | Shell Internatl Res Maatschappij Bv | Phosphorus compound |
| JPH0592984A (en) * | 1991-02-15 | 1993-04-16 | Shell Internatl Res Maatschappij Bv | Preparation of diarylphosphinopyridine |
| JPH05255362A (en) * | 1991-12-14 | 1993-10-05 | Hoechst Ag | Preparation of tertiary phosphine |
| JPH0820592A (en) * | 1994-07-04 | 1996-01-23 | Hokko Chem Ind Co Ltd | Method for producing 2-diphenylphosphinopyridine |
| JPH11147855A (en) * | 1997-11-17 | 1999-06-02 | Daicel Chem Ind Ltd | Carbonylation |
| JP2008088153A (en) * | 2006-04-10 | 2008-04-17 | Okayama Univ | Method for producing amide compound and catalyst used in the method |
Non-Patent Citations (1)
| Title |
|---|
| SPENCER L.P. ET AL.: "Pyridine- and Imidazole-Phosphinimine Bidentate Ligand Complexes: Considerations for Ethylene Oligomerization Catalysts", ORGANOMETALLICS, vol. 22, no. 19, 2003, pages 3841 - 3854, XP001174915, DOI: doi:10.1021/om030311t * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011111806A1 (en) * | 2010-03-09 | 2011-09-15 | Sumitomo Chemical Company, Limited | METHOD FOR PRODUCING α, β-UNSATURATED CARBOXYLATE, AND CATALYST FOR PRODUCING THEREOF |
| WO2012111737A1 (en) * | 2011-02-17 | 2012-08-23 | 国立大学法人岡山大学 | Novel compound, novel ligand, novel transition metal complexes, and catalysts consisting of novel transition metal complexes |
| US8779133B2 (en) | 2011-02-17 | 2014-07-15 | National University Corporation Okayama University | Compound, novel ligand, novel transition metal complex, and catalyst including novel transition metal complex |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2008266307A (en) | 2008-11-06 |
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