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1,4-Bis(diphenylphosphino)butane-palladium(II) chloride

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1,4-Bis(diphenylphosphino)butane-palladium(II) chloride Basic information

Product Name:
1,4-Bis(diphenylphosphino)butane-palladium(II) chloride
Synonyms:
  • Palladium(ii) chloride 1,4-b
  • 1,4-Bis(diphenylphosphino)butane-palladium(II) chloride,98+%
  • Dichloro-1,4-bis(diphenylphosphino)butane-palladium(II), Palladium(II) chloride 1,4-bis(diphenylphosphino)butane complex
  • Dichloro[bis(1,4-diphenylphosphino)butane]palladium(II), Pd 17.6%
  • 1,4-Butylenebis(diphenylphosphine)-palladium dichloride
  • Dichloro[1,4-bis(diphenylphosphino)butane]palladium (II) ,98%
  • 4-Bis(diphenylphosphino)butane-palladiuM(II) chloride
  • PDCI2(DPPB)
CAS:
29964-62-3
MF:
C28H28P2.Cl2Pd
MW:
603.8
EINECS:
678-067-6
Product Categories:
  • Pd (Palladium) Compounds
  • Synthetic Organic Chemistry
  • Catalysts for Organic Synthesis
  • Classes of Metal Compounds
  • Homogeneous Catalysts
  • Transition Metal Compounds
  • Metal Compounds
  • Metal Complexes
  • Pd
Mol File:
29964-62-3.mol
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1,4-Bis(diphenylphosphino)butane-palladium(II) chloride Chemical Properties

Melting point:
285-305 °C
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Soluble in ethanol, benzene, and ethereal solvents.
form 
Powder
color 
light-yellow
InChIKey
JQXJBXVWVPVTOO-UHFFFAOYSA-L
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Safety Information

Hazard Codes 
Xn
Risk Statements 
36/37/38
Safety Statements 
24/25-36-27
WGK Germany 
3
F 
1-10
HS Code 
28439000

MSDS

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1,4-Bis(diphenylphosphino)butane-palladium(II) chloride Usage And Synthesis

Reaction

  1. Catalyst for the Grignard coupling for regioand stereoselective monoalkylation and arylation of 1,1-dichloro-1-alkenes
  2. Synthetic pyrethriods: catalyst for the Negishi coupling of (2,2-dihaloethenyl)cyclopropanecarboxylates

Chemical Properties

yellow solid

Uses

Dichloro[bis(1,4-diphenylphosphino)butane]palladium(II) is used for the catalysis of styrene carbonylation, coupling of alkyl Grignard reagents with organic halides, selective monoalkylation of organic polyhalides, and modification of the dihalovinyl moiety of synthetic pyrethroids.

Preparation

Dichloro[1,4-bis(diphenylphosphino)butane]palladium(II) (1,4-Bis(diphenylphosphino)butane-palladium(II) chloride) can be prepared conveniently in situ by mixing the bidentate phosphine ligand and (PhCN)2PdCl2 in either benzene or chloroform.[1] The preparation of (dppb)PdCl2 is also possible through the reaction of PdCl2 with dppb in acetone, a process that slowly forms the catalyst as a white precipitate which can be isolated in 51% yield.[2] Preparation of the hydrate complex is possible via the reaction of Na2[PdCl4] with dppb in a mixture of CH2Cl2 and water.

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
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

References

1. Sugi, Y.; Bando, K.-I. CL 1976, 727.
2. Sanger, A. R. JCS(D) 1977, 1971.

1,4-Bis(diphenylphosphino)butane-palladium(II) chlorideSupplier

J & K SCIENTIFIC LTD.
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