697230

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)

• Synonym(s): Pd(dppf)Cl₂
• Linear Formula: (C₁₇H₁₄P)₂Fe · PdCl₂
• CAS Number: 72287-26-4
• Molecular Weight: 731.70
• EC Number: 460-040-3
• MDL number: MFCD00015757
• UNSPSC Code: 12161600
• PubChem Substance ID: 329761901
• NACRES: NA.22

Properties

• form: powder
• Quality Level: 200
• reaction suitability: core: palladium; reaction type: Cross Couplings; reaction type: Heck Reaction; reaction type: Hiyama Coupling; reaction type: Negishi Coupling; reaction type: Sonogashira Coupling; reaction type: Stille Coupling; reaction type: Suzuki-Miyaura Coupling; reagent type: catalyst; reaction type: Buchwald-Hartwig Cross Coupling Reaction
• mp: 266-283 °C (lit.)
• SMILES string: [Fe].Cl[Pd]Cl.[CH]1[CH][CH][C]([CH]1)P(c2ccccc2)c3ccccc3.[CH]4[CH][CH][C]([CH]4)P(c5ccccc5)c6ccccc6
• InChI: 1S/2C17H14P.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*1-14H;2*1H;;/q;;;;;+2/p-2
• InChI key: JCWIWBWXCVGEAN-UHFFFAOYSA-L

Description

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Catalyst for C-C and C-N coupling reaction.

Pd(dppf)Cl₂ 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.

For small scale and high throughput uses, product is also available as ChemBeads (919780)

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable