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| | [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) Basic information | | Uses |
| Product Name: | [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) | | Synonyms: | Dichloro(1,1'-bis(diphenylphosphino)ferrocene)palladium (II) dichloromethane add;1,1'-Bis(diphenylphosphino)ferroceneüpalladium(II) chloride, 1:1 complex with dichloromethane;1,1'-Bis(diphenylphosphino)ferrocene palladium dichloride ,99%;[1,1'-Bis(diphenylphosphino)ferrocene]dichloropall;1,1'-Bis(diphenylphosphino)ferrocene-palladium dichloride,98%;1,1'-Bis(diphenylphosphino)ferrocene palladium(II)dichloride [Pd(dppf)Cl2];1'-Bis(diphenylphosphino)ferrocene-palladiuM(II) dichloride;1,1'-Bis(diphenylphosphino)ferrocene palladium dichloride ,99.9% | | CAS: | 72287-26-4 | | MF: | C34H28Cl2FeP2Pd | | MW: | 731.7 | | EINECS: | 460-040-3 | | Product Categories: | Pd;Catalysts-Ligands;API intermediates;pharmacetical;Catalysts for Organic Synthesis;Metal Compounds;Catalysis and Inorganic Chemistry;Homogeneous Pd Catalysts;Palladium;Classes of Metal Compounds;Fe (Iron) Compounds;Ferrocenes;Homogeneous Catalysts;Metal Complexes;Metallocenes;Pd (Palladium) Compounds;Synthetic Organic Chemistry;Transition Metal Compounds;72287-26-4 | | Mol File: | 72287-26-4.mol | ![[1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) Structure](CAS/GIF/72287-26-4.gif) |
| | [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) Chemical Properties |
| Melting point | 275-280 °C(lit.) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | Soluble in dichloromethane. | | form | powder | | color | red to very dark red | | Stability: | Hygroscopic | | InChI | InChI=1S/2C17H11P.2ClH.Fe.Pd/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;;;;/h2*1-6,9-12,18H;2*1H;;/q;;;;+2;/p-2 | | InChIKey | LMSWLYFMTLONFK-UHFFFAOYSA-L | | SMILES | [Cl-][Pd+2]1(P(C2C=CC=CC=2)(C2C=CC=CC=2)[C-]23C4=C5C6=C2[Fe+2]27893456C3C2=C7[C-]8(C9=3)P1(C1C=CC=CC=1)C1C=CC=CC=1)[Cl-] |
| Hazard Codes | Xn,Xi | | Risk Statements | 20/21/22-36/37/38-40 | | Safety Statements | 23-24/25-26-36/37 | | WGK Germany | 3 | | TSCA | No | | HazardClass | IRRITANT | | HS Code | 28439000 | | Storage Class | 6.1D - Non-combustible acute toxic Cat.3
toxic hazardous materials or hazardous materials causing chronic effects | | Hazard Classifications | Carc. 1B Inhalation |
| | [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) Usage And Synthesis |
| Uses | [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II), is a palladium catalyst used in chemical synthesis of various compounds. Is used in preparation of Nucleosides as Ectonucleotidase inhibitors. | | Chemical Properties | [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) is Red solid | | Uses | [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) is used as a catalyst for Suzuki and Stile couplings. | | Uses | Catalyst for C-C and C-N coupling reaction. | | Uses | suzuki reaction | | Application | [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) may be used as an effective palladium catalyst in the following reactions:
Cross-coupling of sec-alkyl and n-alkyl Grignard reagents with high yield and selectivity.
Suzuki coupling of aryl boronic esters with [11C]methyl iodide to form functionalized [11C]toluene derivatives.
Kumada cross-coupling of 1,3,5-tribromobenzene with Grignard reagents to form star-shaped oligothiophenes. | | reaction suitability | reagent type: catalyst
reaction type: Cross Couplings | | Mechanism of action | [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (pd(dppf)cl2) catalysis has gained widespread use in industrial and academic synthetic chemistry laboratories as a powerful methodology for the formation of C-C and C-Heteroatom bonds.
![[1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) uses](/NewsImg/2022-12-13/6380652963927745778883369.jpg "[1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) uses")
R = usually sp2
hybridised carbon
X = usually I, Br, Cl or OTf
The nature of R' and M are dependant upon
the specic coupling being performed
| | Synthesis | A method for the preparation of 1,1'-bis(diphenylphosphino)ferrocene palladium dichloride II (dppfPdCl2) comprising the steps of:
(a) adding palladium chloride to concentrated hydrochloric acid, heating to 40-80C to dissolve, the amount of hydrochloric acid is 0.2-1.0 times the mass of palladium chloride, diluting with ethanol, the amount of ethanol is 10-50 times the mass of palladium chloride;
(b) bis-diphenylphosphinoferrocene (dppf) 3.0-5.0 times the mass of palladium chloride is added to a solution of tetrahydrofuran and heated to 40-80C until dissolved, and the amount of tetrahydrofuran is 20-30 times the mass of palladium chloride;
(c) the solution obtained in step (a) was added dropwise to the solution obtained in step (b), and after the dropwise addition was completed, it was held at 45-80C for 0.5-3h, and then cooled, filtered, washed, and dried in vacuum, to obtain 1,1'-bis(diphenylphosphino)ferrocene palladium dichloride II red crystals.
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| | [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) Preparation Products And Raw materials |
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