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Introduction of Dichloro[bis(diphenylphosphinophenyl)ether]palladium(II) is a palladium(II) complex with the formula C₄₈H₄₀Cl₂O₂P₂Pd. It features a Pd²⁺ center coordinated by two chloride ions and a bidentate bisphosphine ligand (O(C₆H₄PPh₂)₂), where an ether bridge links two diphenylphosphine-substituted phenyl groups. This air-sensitive, square-planar complex acts as a catalyst in cross-coupling reactions (e.g., Suzuki-Miyaura, Buchwald-Hartwig), facilitating C–C or C–N bond formation. The electron-rich phosphine ligands stabilize the Pd center, enhancing catalytic efficiency and selectivity. Soluble in organic solvents, it requires inert handling due to toxicity. Widely used in pharmaceutical and materials synthesis, its design balances steric and electronic effects for optimized reactivity.
Description of DIchloro[bis(diphenylphosphinophenyl)ether]palladium(II) from Wuhan Fortuna Chemical Co.,Ltd
Basic Information of DIchloro[bis(diphenylphosphinophenyl)ether]palladium(II) | |
Product Name | DIchloro[bis(diphenylphosphinophenyl)ether]palladium(II) |
CAS NO. | 205319-06-8 |
Apperance | Yellow powder |
Assay | 98.0% |
Pacakge | 1kg/Foil Bag, 25kg/ Box/carton |
MOQ | 1kg |
Storage | |
Shelf Life | 2 Years |
Brand | Fortunachem |
Specifications(COA) of DIchloro[bis(diphenylphosphinophenyl)ether]palladium(II) CAS 205319-06-8
Items | Specifications | Results |
Appearance | Conforms | |
Pd content | ≥14.0% | 14.5% |
Total amount of impurity metals | ≤1500ppm | Conforms |
Content of individual impurities | ≤100ppm | Conforms |
Assay | ≥98% | 98.0% |
Conclusion | The product comforms to standard |
Introduction of Dichloro[bis(diphenylphosphinophenyl)ether]palladium(II) is a palladium(II) complex with the formula C₄₈H₄₀Cl₂O₂P₂Pd. It features a Pd²⁺ center coordinated by two chloride ions and a bidentate bisphosphine ligand (O(C₆H₄PPh₂)₂), where an ether bridge links two diphenylphosphine-substituted phenyl groups. This air-sensitive, square-planar complex acts as a catalyst in cross-coupling reactions (e.g., Suzuki-Miyaura, Buchwald-Hartwig), facilitating C–C or C–N bond formation. The electron-rich phosphine ligands stabilize the Pd center, enhancing catalytic efficiency and selectivity. Soluble in organic solvents, it requires inert handling due to toxicity. Widely used in pharmaceutical and materials synthesis, its design balances steric and electronic effects for optimized reactivity.
Application of Dichloro[bis(diphenylphosphinophenyl)ether]palladium(II) is a palladium(II) complex widely used in organometallic chemistry and catalysis. Below is a detailed breakdown of its structure, properties, and applications:
Central Metal: Palladium in the +2 oxidation state (Pd²⁺).
Ligands:
1. Two chloride ions (Cl⁻): Act as monodentate ligands.
2. Bis(diphenylphosphinophenyl)ether: A bidentate phosphine ligand with the structure O(C₆H₄PPh₂)₂, where:
An ether oxygen bridges two phenyl groups.
Each phenyl group is substituted with a diphenylphosphine (–PPh₂) moiety.
The two phosphorus atoms coordinate to Pd, forming a chelated complex.
Coordination Geometry: Square planar (common for Pd²⁺ complexes).
Molecular Formula: Likely C₄₈H₄₀Cl₂O₂P₂Pd (exact formula depends on ligand structure).
Solubility: Typically soluble in organic solvents (e.g., dichloromethane, THF).
Stability: Sensitive to air and moisture due to the phosphine ligands; often handled under inert atmosphere (N₂/Ar).
Electronic Effects: The diphenylphosphine groups are electron-rich, stabilizing the Pd center and modulating catalytic activity.
Bite Angle: The ether backbone influences the P–Pd–P angle, affecting reactivity in catalytic cycles.
Prepared by reacting PdCl₂ with the bisphosphine ligand O(C₆H₄PPh₂)₂ in a coordinating solvent (e.g., CH₂Cl₂ or THF):
PdCl2+O(C₆H₄PPh₂)₂→[PdCl₂(O(C₆H₄PPh₂)₂)]PdCl2+O(C₆H₄PPh₂)₂→[PdCl₂(O(C₆H₄PPh₂)₂)]The ligand is typically synthesized via Ullmann coupling or nucleophilic substitution to attach PPh₂ groups to a diaryl ether.
1. Cross-Coupling Reactions:
Suzuki-Miyaura Coupling: Activates aryl halides for coupling with boronic acids.
Buchwald-Hartwig Amination: Catalyzes C–N bond formation between aryl halides and amines.
Heck Reaction: Facilitates coupling of aryl halides with alkenes.
2. Role of the Ligand:
Stabilizes the Pd center during oxidative addition/reductive elimination steps.
Enhances catalyst longevity and selectivity (e.g., for bulky substrates).
3. Advantages:
High activity under mild conditions.
Tuning the ligand structure (e.g., bite angle) improves efficiency in specific reactions.
Toxicity: Palladium compounds are toxic; phosphine ligands may irritate skin/eyes.
Precautions: Use in a fume hood with gloves/eye protection. Store under inert gas.
Disposal: Follow hazardous waste protocols for heavy metals.
Xantphos Pd Complexes: Similar ether-bridged bisphosphine ligands but with a xanthene backbone.
Pd(PPh₃)₄: A simpler Pd(0) catalyst with monodentate phosphines.
Josiphos/PEPPSI Complexes: Bulky phosphine ligands for asymmetric catalysis.
Dichloro[bis(diphenylphosphinophenyl)ether]palladium(II) is a versatile Pd(II) catalyst that leverages its chelating bisphosphine ligand to enable efficient cross-coupling reactions. Its design balances electronic and steric effects, making it valuable in synthesizing pharmaceuticals, agrochemicals, and advanced materials. Proper handling is critical due to its air sensitivity and toxicity.
FAQ From Wuhan Fortuna Chemical Co.,Ltd | |
Q | Can I get a sample for free ? |
A | For small QTY and low value product, we can provide sample for free exclude shipping cost. For high value sample, we will charge the basic sample cost, but we can refund all the cost if customers place order after sample test. |
Q | How to confirm the product quality before placing orders ? |
A | Most of our products confirm to international standards like USP/EP/BP/JP/CP. We will provide COA/TDS/MSDS for customers to confirm the specification before placing order. |
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A | For small and low value order, we accept CreditCard, MaterCard,VISA,Western Union and T/T.For large order, we can do T/T and L/C. Any pay on delivery or pay-after are not available for us. |
Q | What is your shipment way ? |
A | For less than 100kg gross weight order will ship with courier like FedEx or UPS, we support customers to place courier orders remotely by their account, we will package the goods well and wait for pick up.For more than 100kg goods, we will transport by Air or Sea according to customers' requirement. |
Q | How long is your after-sales service? |
A | We accept customer’s quality complaint in three month after customer received the goods. We provide tech.support for all-life if customer place order from our company. |
How do you treat quality complaint ? | |
A | We support customer to provide our products to any rightful third party testing organization to test our products according to the COA specification, if the test result is confirm with COA, we will take all the loss for customers. |
Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical and Intermediates, Food and Feed additives, Fine chemicals,Biochemical and Reagent, which is the members of Hubei E-commerce Chamber.
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Wuhan Fortuna Chemical Co.,Ltd is a professional manufacturer which provide DIchloro[bis(diphenylphosphinophenyl)ether]palladium(II) with good quality and best price, welcome to contact us to get COA/TDS/MSDS of DIchloro[bis(diphenylphosphinophenyl)ether]palladium(II).
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