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Methylpalladium complexes with pyrimidine-functionalized N-heterocyclic carbene ligands

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ABSTRACT

A series of methylpalladium(II) complexes with pyrimidine-NHC ligands carrying different aryl- and alkyl substituents R ([((pym)^(NHC-R))PdII(CH3)X] with X = Cl, CF3COO, CH3) has been prepared by transmetalation reactions from the corresponding silver complexes and chloro(methyl)(cyclooctadiene)palladium(II). The dimethyl(1-(2-pyrimidyl)-3-(2,6-diisopropylphenyl)imidazolin-2-ylidene)palladium(II) complex was synthesized via the free carbene route. All complexes were fully characterized by standard methods and in three cases also by a solid state structure.

No MeSH data available.


Synthesis of the monomethylpalladium(II) complexes 9–11 (in DCM) and 12 (in CH3CN).
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C1: Synthesis of the monomethylpalladium(II) complexes 9–11 (in DCM) and 12 (in CH3CN).

Mentions: Some time ago we reported the synthesis of the imidazolium salts 1–4 and their corresponding silver complexes 5–8. The reaction with dichloro(cyclooctadiene)-palladium(II) [(COD)PdIICl2] allowed for the isolation and characterization of the [((pym)^(NHC-R))PdIICl2]-complexes [34]. For the synthesis of the corresponding monomethyl complexes we could rely on earlier work by Byers and Canty which reported the synthesis of methyl- and dimethylpalladium(II) complexes with various nitrogen donor systems [38]. The palladium complexes [(pym)^(NHC-R)PdII(CH3)Cl] 9–12 have been synthesized in good yields from the corresponding silver complexes 5–8 by transmetalation with chloro(methyl)(cyclooctadiene)palladium(II) [(COD)PdII(CH3)Cl] either in dichloromethane (A) or acetonitrile (B, Scheme 1).


Methylpalladium complexes with pyrimidine-functionalized N-heterocyclic carbene ligands
Synthesis of the monomethylpalladium(II) complexes 9–11 (in DCM) and 12 (in CH3CN).
© Copyright Policy - Beilstein
Related In: Results  -  Collection

License 1 - License 2
Show All Figures
getmorefigures.php?uid=PMC4979653&req=5

C1: Synthesis of the monomethylpalladium(II) complexes 9–11 (in DCM) and 12 (in CH3CN).
Mentions: Some time ago we reported the synthesis of the imidazolium salts 1–4 and their corresponding silver complexes 5–8. The reaction with dichloro(cyclooctadiene)-palladium(II) [(COD)PdIICl2] allowed for the isolation and characterization of the [((pym)^(NHC-R))PdIICl2]-complexes [34]. For the synthesis of the corresponding monomethyl complexes we could rely on earlier work by Byers and Canty which reported the synthesis of methyl- and dimethylpalladium(II) complexes with various nitrogen donor systems [38]. The palladium complexes [(pym)^(NHC-R)PdII(CH3)Cl] 9–12 have been synthesized in good yields from the corresponding silver complexes 5–8 by transmetalation with chloro(methyl)(cyclooctadiene)palladium(II) [(COD)PdII(CH3)Cl] either in dichloromethane (A) or acetonitrile (B, Scheme 1).

View Article: PubMed Central - HTML - PubMed

ABSTRACT

A series of methylpalladium(II) complexes with pyrimidine-NHC ligands carrying different aryl- and alkyl substituents R ([((pym)^(NHC-R))PdII(CH3)X] with X = Cl, CF3COO, CH3) has been prepared by transmetalation reactions from the corresponding silver complexes and chloro(methyl)(cyclooctadiene)palladium(II). The dimethyl(1-(2-pyrimidyl)-3-(2,6-diisopropylphenyl)imidazolin-2-ylidene)palladium(II) complex was synthesized via the free carbene route. All complexes were fully characterized by standard methods and in three cases also by a solid state structure.

No MeSH data available.