Cat. No JK811200_5_G
J&K Chemical

Product Information

Product Name
1,1'-Bis(diphenylphosphino)ferrocene palladium(II)chloride dichloromethane complex, 97%
Brand Name
J&K
Product Number
811200
CAS
95464-05-4
Molecular Formula
C35H30Cl2FeP2·PdCl2
Molecular Weight
816.65
SDS Document
Certificate of Analysis (COA)​
COA not found

General Information

Synonyms
Dichloro1,1'-bis(diphenylphosphino)ferrocenepalladium(II) dichloromethane adduct
PubChem CID
51341998
IUPAC Name
bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloromethane;dichloropalladium;iron(2+)
InChI Key
SNRCKKQHDUIRIY-UHFFFAOYSA-L
SMILES
CH-1C=CC(=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.CH-1C=CC(=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C(Cl)Cl.ClPdCl.Fe+2

Properties

Melting Point
275-280

Safety Information

Signal Word
Warning
Hazard Statement
H302
H332
H351
Precautionary Statement
P264
P270
P330
P501
P261
P271
P203
P280
P318
P405
P301+P317
P304+P340

Description

🧑‍🔬 Catalyzing Cross-Coupling Reactions
This is its most central application. It is extensively used to catalyze a variety of cross-coupling reactions that form carbon-carbon and carbon-heteroatom bonds, making it an indispensable tool for constructing complex organic molecules.

  • Suzuki-Miyaura Coupling: Catalyzes the coupling of arylboronic acids with aryl halides, serving as one of the most important methods for synthesizing biaryl compounds, which are common structures in pharmaceuticals and materials.

  • Stille Coupling: Catalyzes the coupling of organotin compounds with halides.

  • Negishi Coupling: Catalyzes the coupling of organozinc compounds with halides.

  • Buchwald-Hartwig Amination: Catalyzes the coupling of aryl halides with amines, a key method for constructing arylamine compounds used in the synthesis of drugs and materials.

🧪 Other Catalytic Transformations
Beyond the coupling reactions mentioned above, Pd(dppf)Cl₂ is also an effective catalyst for various other transformations.

  • Borylation of Aryl Halides: Introduces boronate ester groups onto aromatic rings, providing precursors for further coupling reactions.

  • Carbonylation Reactions: Catalyzes reactions that introduce carbonyl groups.

  • Domino/Tandem Reactions: Used for the one-step construction of complex polycyclic molecules, such as in the synthesis of polyheterocycles.

⚛️ Synthetic Building Block and Ligand Precursor
The compound itself is a stable, well-defined organometallic complex. It can serve as a precursor to generate the actual catalytically active zero-valent palladium species (Pd(0)) in situ, or as a source of the bisphosphine ligand (dppf). Researchers also utilize its well-defined structure for spectroscopic studies to investigate catalytic reaction mechanisms

FAQ

Q1: What is CAS 95464-05-4?

A: CAS 95464-05-4 is [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) Dichloromethane Adduct, commonly written as PdCl₂(dppf)·CH₂Cl₂.

 

Q2: What is PdCl₂(dppf)·CH₂Cl₂?

A: It is a palladium(II) complex containing the chelating dppf ligand and dichloride ligands, with one molecule of dichloromethane incorporated as a 1:1 adduct.

 

Q3: What is the molecular weight of CAS 95464-05-4?

A: The molecular weight is 816.64 g/mol.

 

Q4: What is the molecular formula?

A: The molecular formula is C₃₅H₃₀Cl₄FeP₂Pd, corresponding to the dppf-palladium dichloride complex with one molecule of dichloromethane.

 

Q5: What is PdCl₂(dppf)·CH₂Cl₂ used for?

A: It is mainly used as a palladium catalyst or catalyst precursor for cross-coupling reactions, particularly in synthetic organic and pharmaceutical chemistry.

 

Q6: Is it the same as PdCl₂(dppf)?

A: Not exactly. CAS 95464-05-4 is the dichloromethane adduct, written as PdCl₂(dppf)·CH₂Cl₂. The dichloromethane-free complex is a distinct material and should not be assigned the same CAS number.

 

Q7: What is dppf?

A: dppf stands for 1,1′-bis(diphenylphosphino)ferrocene, a bidentate phosphine ligand widely used in transition-metal catalysis.

 

Q8: How should CAS 95464-05-4 be stored?

A: Store the material tightly closed in a cool, dry environment and protect it from moisture and contamination. Product-specific storage recommendations should always be followed.

1,1'-Bis(diphenylphosphino)ferrocene palladium(II)chloride dichloromethane complex, 97%

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