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Pd(IPr)(acac)Cl

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Pd(IPr)(acac)Cl Basic information

Product Name:
Pd(IPr)(acac)Cl
Synonyms:
  • PalladiuM, [1,3-bis[2,6-bis(1-Methylethyl)phenyl]-1,3-dihydro-2H-iMidazol-2-ylidene]chloro(2,4-pentanedionato-.kappa.O,.kappa.O')-, (SP-4-2)- (9CI)
  • Acetylacetonate[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]chloropalladium(II)
  • (2-{1,3-bis[2,6-bis(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazole-2,2-diuid-2-ylidene}-4,6-dimethyl-1λ3,3λ3-dioxa-2-palladacyclohexa-1(6),3-diene-2,2,2,2-tetrakis(ylium)-5-id-2-yl)-λ3-chloranidyl
  • (SP-4-2)-[1,3-Bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene]chloro(2,4-pentanedionato-κO2,κO4)palladium
  • Pd(IPr)(acac)Cl
  • Palladium,[1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene]chloro(2,4-pentanedionato-κO2,κO4)-, (SP-4-2)- (ACI)
CAS:
868705-03-7
MF:
C32H43ClN2O2Pd
MW:
629.58
Mol File:
868705-03-7.mol
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Pd(IPr)(acac)Cl Chemical Properties

Melting point:
>300°C
form 
powder
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Pd(IPr)(acac)Cl Usage And Synthesis

Uses

Pd(IPr)(acac)Cl , also known as (IPr)Pd(acac)Cl, is a Pd-catalyst that can be used in a broad range of reactions, including cross-coupling, C-H functionalization, electrophilic additions. It is an easily synthesized, efficient, and versatile precatalyst for C-N and C-C bond formation[1].

Preparation

A Schlenk flask equipped with a magnetic bar was loaded with the imidazolium salt IPr?HCl (2.96 g, 7 mmol) and Pd(acac)2 (1.53 g, 5 mmol). The vessel was purged by a sequence of three vacuum-argon refill-evacuation cycles and dry dioxane (100 mL) was added with a syringe. The reaction mixture was stirred at 100 °C for 24 h. The solvent was evaporated in vacuo and the remaining solid was dissolved in diethyl ether, some impurities being insoluble. The mixture was then filtered and the solid further washed with diethyl ether (2 × 10 mL). The filtrate was collected and the solvent was evaporated in vacuo to yield 2.99 g (95%) of the desired compound as a yellow powder[2].

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

References

[1] Marion N, et al. (IPr)Pd(acac)Cl: An Easily Synthesized, Efficient, and Versatile Precatalyst for C-N and C-C Bond Formation. The Journal of Organic Chemistry, 2006; 71: 3816–3821.

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