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Tetrakis(triphenylphosphine)palladium

Tetrakis(triphenylphosphine)palladium Structure
Tetrakis(triphenylphosphine)palladium
  • CAS No.14221-01-3
  • Chemical Name:Tetrakis(triphenylphosphine)palladium
  • CBNumber:CB6163934
  • Molecular Formula:C72H60P4Pd
  • Formula Weight:1155.561844
  • MOL File:14221-01-3.mol
Tetrakis(triphenylphosphine)palladium Property
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H413
  • Precautionary statements P273-P501A
Tetrakis(triphenylphosphine)palladium Price More Price(23)
  • Brand: Sigma-Aldrich
  • Product number: 216666
  • Product name : Tetrakis(triphenylphosphine)palladium(0)
  • Purity: 99%
  • Packaging: 1g
  • Price: $43.4
  • Updated: 2021/03/22
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  • Brand: Sigma-Aldrich
  • Product number: 8.14761
  • Product name : Tetrakis(triphenylphosphine)-palladium(0)
  • Purity: for synthesis
  • Packaging: 500 mg
  • Price: $80.47
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 216666
  • Product name : Tetrakis(triphenylphosphine)palladium(0)
  • Purity: 97%
  • Packaging: 5g
  • Price: $111
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 8.14761
  • Product name : Tetrakis(triphenylphosphine)-palladium(0)
  • Purity: for synthesis
  • Packaging: 1 g
  • Price: $119.32
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 8.14761
  • Product name : Tetrakis(triphenylphosphine)-palladium(0)
  • Purity: for synthesis
  • Packaging: 5 g
  • Price: $359.82
  • Updated: 2021/03/22
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Tetrakis(triphenylphosphine)palladium Chemical Properties,Usage,Production

  • Chemical Properties yellow crystals
  • Uses suzuki reaction
  • Uses Tetrakis(triphenylphosphine)palladium(0) is widely used as a catalyst for palladium-catalyzed coupling reactions.
  • Uses Pd(PPh3)4 is widely used as a catalyst for palladium-catalyzed coupling reactions. Prominent applications include the Heck reaction, Suzuki coupling, Stille coupling, Sonogashira coupling, and Negishi coupling.
  • Uses A high-yielding catalyst used in coupling reactions.
  • Reactions
    1. Catalyst for Suzuki coupling of chiral secondary organoboronic esters.
    2. Palladium-catalyzed SNAr reactions for the synthesis of heteroaryl ethers.
    3. Catalyst for cross-coupling of a-diazocarbonyl compouns with arylboronic acids.
    4. Diastereoselective synthesis of trans-1,2-diazetidines.
    5. Palladium-catalyzed alkynyl iminium ion cyclization.
    6. Widely used reagent in a variety of transformations including Heck arylation, enyne and diyne cycloisomerization.
    7. Catalysts for cross-coupling.
      Tetrakis(triphenylphosphine)palladium Reaction 1
      Tetrakis(triphenylphosphine)palladium Reaction 2
  • Purification Methods The palladium complex is recrystallised from EtOH. It should not be heated excessively as it dissociates to Pd(PPh3)3 and PdPh3 and then further to Pd(PPh3)2 and PPh3. It is also air sensitive as PPh3 is oxidized to PPh3O. It is stable only for short periods because on exposure to heat or air it turns from yellow to orange and dissociates in solution so the solutions should be used directly. However it can always be prepared freshly by mixing Pd(NO3)2 (2mmols) and PPh3(2mmols) in hot *C6H6 when vigorous evolution of nitric oxide occurs and a solid mass separates. This is collected and crystallised from EtOH. Its cryoscopic constant in *C6H6 (at 0.601g/20mL) corresponds to M 1156 [Malatesta & Angoletti J Chem Soc 1186 1957]. It is a useful catalyst for Suzuki coupling reactions [Trost Tetrahedron 33 2615 1977]. [Beilstein 16 IV 954.] This palladium catalyst bound to a polymer support (~0.06mmol/g) is also commercially available [cf Fenger & LeDrain Tetrahedron Lett 39 4287 1998]. [Beilstein 16 IV 954.]
Tetrakis(triphenylphosphine)palladium Preparation Products And Raw materials
Raw materials
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