FR2270238A1 - Azoxy cpds prepn by reducing nitro cpds - using polystyrene-supported metal complex catalyst, giving high yields - Google Patents
Azoxy cpds prepn by reducing nitro cpds - using polystyrene-supported metal complex catalyst, giving high yieldsInfo
- Publication number
- FR2270238A1 FR2270238A1 FR7411091A FR7411091A FR2270238A1 FR 2270238 A1 FR2270238 A1 FR 2270238A1 FR 7411091 A FR7411091 A FR 7411091A FR 7411091 A FR7411091 A FR 7411091A FR 2270238 A1 FR2270238 A1 FR 2270238A1
- Authority
- FR
- France
- Prior art keywords
- cpds
- polystyrene
- azoxy
- metal complex
- high yields
- 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.)
- Granted
Links
- 239000003054 catalyst Substances 0.000 title abstract 4
- 125000005337 azoxy group Chemical group [N+]([O-])(=N*)* 0.000 title abstract 2
- 150000004696 coordination complex Chemical class 0.000 title abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- 239000004793 Polystyrene Substances 0.000 abstract 2
- 229920002223 polystyrene Polymers 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 238000010531 catalytic reduction reaction Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 229920001519 homopolymer Polymers 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000012279 sodium borohydride Substances 0.000 abstract 1
- 229910000033 sodium borohydride Inorganic materials 0.000 abstract 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-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
- C07F15/06—Cobalt compounds
- C07F15/065—Cobalt 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
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/165—Polymer immobilised coordination complexes, e.g. organometallic complexes
- B01J31/1658—Polymer immobilised coordination complexes, e.g. organometallic complexes immobilised by covalent linkages, i.e. pendant complexes with optional linking groups, e.g. on Wang or Merrifield resins
-
- 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
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/04—Nickel compounds
- C07F15/045—Nickel 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/60—Reduction reactions, e.g. hydrogenation
- B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
-
- 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
- B01J2531/845—Cobalt
-
- 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)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Catalytic reduction of aromatic nitro cpds. into azoxy derivs. is effected by reaction in an anhydrous alcohol (pref. EtOH) under an inert atmos with a strongly reducing hydrogen cpd. (pref. NaBH4) in presence of a polystyrene supported metal complex catalyst of formula (I): where L is -CH2-PPh2 or -PPh2; M is Ni(prefd) or Co; X is Cl (prefd.) or Br), the polystyrene being a homopolymer or copolymer with a divinyl aromatic cpd. The prods. are inters., e.g. for dyes. The process gives high yields (e.g. 35-85% c.f. 15% with unsupported PPh2NiCl2 catalyst) of pure product. Catalyst may be recovered and reused.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7411091A FR2270238A1 (en) | 1974-03-29 | 1974-03-29 | Azoxy cpds prepn by reducing nitro cpds - using polystyrene-supported metal complex catalyst, giving high yields |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7411091A FR2270238A1 (en) | 1974-03-29 | 1974-03-29 | Azoxy cpds prepn by reducing nitro cpds - using polystyrene-supported metal complex catalyst, giving high yields |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2270238A1 true FR2270238A1 (en) | 1975-12-05 |
FR2270238B1 FR2270238B1 (en) | 1976-10-08 |
Family
ID=9137043
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7411091A Granted FR2270238A1 (en) | 1974-03-29 | 1974-03-29 | Azoxy cpds prepn by reducing nitro cpds - using polystyrene-supported metal complex catalyst, giving high yields |
Country Status (1)
Country | Link |
---|---|
FR (1) | FR2270238A1 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0002557A2 (en) * | 1977-12-19 | 1979-06-27 | Shell Internationale Researchmaatschappij B.V. | Resin-ligand transition metal complex composition and processes for using this composition as catalyst |
EP0040891A1 (en) * | 1980-05-28 | 1981-12-02 | Stamicarbon B.V. | Process and catalyst for performing hydroformylation reactions |
-
1974
- 1974-03-29 FR FR7411091A patent/FR2270238A1/en active Granted
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0002557A2 (en) * | 1977-12-19 | 1979-06-27 | Shell Internationale Researchmaatschappij B.V. | Resin-ligand transition metal complex composition and processes for using this composition as catalyst |
EP0002557A3 (en) * | 1977-12-19 | 1979-08-22 | Shell Internationale Research Maatschappij B.V. | Resin-ligand transition metal complex composition and processes for using this composition as catalyst |
EP0040891A1 (en) * | 1980-05-28 | 1981-12-02 | Stamicarbon B.V. | Process and catalyst for performing hydroformylation reactions |
Also Published As
Publication number | Publication date |
---|---|
FR2270238B1 (en) | 1976-10-08 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
CL | Concession to grant licenses | ||
ST | Notification of lapse |