Palladium → Bis(dibenzylideneacetone)palladium

HRID 2259941Notes

Reaction equation

HRID 2259941 reaction equation
C([O-])(=O)C.[Na+].[CH:6](=[CH:13][C:14]([CH:16]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Pd:24]>>[CH:21]1[CH:20]=[CH:19][C:18](/[CH:17]=[CH:16]/[C:14](/[CH:13]=[CH:6]/[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:15])=[CH:23][CH:22]=1.[CH:21]1[CH:20]=[CH:19][C:18](/[CH:17]=[CH:16]/[C:14](/[CH:13]=[CH:6]/[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:15])=[CH:23][CH:22]=1.[CH:21]1[CH:20]=[CH:19][C:18](/[CH:17]=[CH:16]/[C:14](/[CH:13]=[CH:6]/[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:15])=[CH:23][CH:22]=1.[Pd:24].[Pd:24]

Participants

4

Reactant 3

HCID 23938PalladiumHCID 95417Dibenzylidene acetoneHCID 517045Sodium Acetate

Product 1

HCID 9811564Bis(dibenzylideneacetone)palladium

Conditions

Temperature
55 °C

Procedure

An example of such a catalyst complex has the structure Pd2DBA3.CHCl3, in which DBA is dibenzylideneacetone. This complex is formed by the addition of palladium (II) chloride to a methanol solution containing sodium acetate and dibenzylideneacetone. The reaction mixture was warmed to 55° C. for one hour to form a precipitate, noting that excessive heating causes decomposition of the complex to palladium metal. The precipitate and catalyst precursor is filtered from the methanol and redissolved in chloroform to produce a dark purple solution, which is stripped under reduced pressure to produce a dark purple-black solid of Pd2DBA3.CHC3. This solid is redissolved and added to a solution of diene polymer or copolymer.

Workup

  1. customto form a precipitate
  2. temperaturethat excessive heating
  3. filtrationThe precipitate and catalyst precursor is filtered from the methanol
  4. dissolutionredissolved in chloroform
  5. customto produce a dark purple solution, which

Sources & evidence

ORD record
ord-bc2cc07041fc4cfeab87521abe1008eb
Source dataset
uspto-grants-1995_12
Patent number
US05475121

Reaction notes

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