Tris(dibenzylidenaceton)dipalladium
Tris(dibenzylideneacetone)dipalladium(0)
CAS: 51364-51-3;52409-22-0;60748-47-2
Molecular Formula: C51H42O3Pd2
Tris(dibenzylidenaceton)dipalladium - Names and Identifiers
| Name | Tris(dibenzylideneacetone)dipalladium(0) |
| Synonyms | Pd_2(dba)_3 Tris(dibenzylidenaceton)dipalladium Tris(dibezylideneacetone)dipalladium Tris(dibenzylideneacetone)dipalladium Tris(dibenzylideneacetone)palladium(0) TRIS(BIBENZYLIDENEACETONE) DIPALLADIUM (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one (1Z,4E)-1,5-diphenylpenta-1,4-dien-3-one Tris(dibenzylideneacetone)dipalladium(0) Tris(dibenzylideneacetone)-dipalladium(O) Tris(dibenzylidenaceTone) dipalladium (O) Bis(dibenzylideneacetone)palladium(0)~Pd_2(dba)_3 |
| CAS | 51364-51-3 52409-22-0 60748-47-2 |
| EINECS | 610-654-4 |
| InChI | InChI=1/3C17H14O.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;;/h3*1-14H;;/b13-11+,14-12+;2*13-11-,14-12+; |
| InChIKey | IBXMKLPFLZYRQZ-VCHVFRDLSA-N |
Tris(dibenzylidenaceton)dipalladium - Physico-chemical Properties
| Molecular Formula | C51H42O3Pd2 |
| Molar Mass | 915.71738 |
| Melting Point | 152-155°C |
| Water Solubility | insoluble |
| Solubility | Soluble in water (reacts), chloroform, DMSO (11 mM), benzene, and toluene. |
| Appearance | Deep purple solid |
| Color | Purple to black |
| Storage Condition | 2-8°C |
| Sensitive | Air & Moisture Sensitive |
| MDL | MFCD00013310 |
| Use | A cycloaddition catalyst. |
Tris(dibenzylidenaceton)dipalladium - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R20/22 - Harmful by inhalation and if swallowed. R36 - Irritating to the eyes R40 - Limited evidence of a carcinogenic effect |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S36/37 - Wear suitable protective clothing and gloves. |
| WGK Germany | 3 |
| TSCA | No |
| HS Code | 28439000 |
Tris(dibenzylidenaceton)dipalladium - Reference Information
| use | tris (dibenzylidene acetone) dipalladium (0) is an important zero-valent palladium catalyst, which is widely used in organic synthesis Coupling, hydrogenation, carbonylation and other reactions. It is used in combination with different ligands to form zero-valent palladium active substances with high catalytic activity in situ, which are widely used in carbon-carbon bond and carbon-heteroatom bond formation reactions. as a catalyst, used in coupling reactions of Suzuki, Kumada, Negishi, Buchwald, etc. Tris (dibenzylidene acetone) dipalladium is used to prepare semiconductor polymers, which are processed from non-chlorinated solvents into high-performance thin film transistors. It is also used to synthesize polymer heterojunction solar cells as semiconductors. aryl chloride Suzuki coupling reaction catalyst; aryl chloride Heck coupling reaction catalyst; ketone arylation reaction catalyst; aryl halide Buchwald-Hartwig amination reaction catalyst; allyl chloride fluoride reaction catalyst; carboxylate β-arylation reaction catalyst; 1, 1-dichloro-1-olefin carbonylation reaction catalyst; catalyst for the conversion of aryl and vinyl trifluoromethanesulfonates to aryl and vinyl halides |
| application field | tris (dibenzylidene acetone) dipalladium can be used as a catalyst for coupling reactions such as Suzuki, Kumada, Negishi and Buchwald in the organic synthesis process in the laboratory. |
| Application range | It has high catalytic activity in the coupling reaction of chlorinated aromatic hydrocarbons and phenylboronic acid. It can also be used for the Stille coupling of chlorinated aromatics and organotin, the Heck cross-coupling reaction of chlorinated aromatics and olefins, and the asymmetric Heck arylation reaction of catalyzed intramolecular olefins. These reactions are widely used in the synthesis of polymers, liquid crystal materials, functional materials, drugs and bioactive compounds. |
| preparing | step 1. adding 32L of anhydrous ethanol and 0.85kg of anhydrous sodium acetate into a glass reaction kettle heated by water bath under nitrogen atmosphere, adding 3kg of dibenzylidene acetone when the system temperature is heated to 80 ℃, adding ice to the water bath heater after stirring for 20min, so that the system is rapidly cooled to 45 ℃, then add 1kg of palladium dichloride prepared in Example 1, react at 45°C for 3 hours, and funnel filtration to obtain bis (dibenzylidene acetone) palladium (0); step 2. adding 5L of acetone to a glass reaction kettle heated in a water bath under a nitrogen atmosphere, waiting for the acetone temperature in the reaction kettle to be heated to 30°C, and adding the bis (dibenzylidene acetone) palladium (0) obtained in step 1, the product tris (dibenzylidene acetone) dipalladium (0) was obtained by reaction at 30 ℃ for 3h, filtration, washing with deionized water and absolute ethanol, drying at 40 ℃, with purity of 99.8% and yield of 97.3%. |
| recovery method | when reducing with formaldehyde amine and sodium formate, the catalyst does not need to be washed, dried and other treatments, and the solution is directly prepared and added to reduce the oxidation state of palladium to the metal palladium, so that the active components are evenly distributed on the surface of the carrier with small particles with high dispersion, so that the palladium forms a thin layer on the activated carbon, firmly adhere to the outer surface, the catalyst has the catalytic activity, with the experimental solvent or ethanol repeatedly washed several times, more bubbles can be. |
Last Update：2024-04-10 12:03:31
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