Palladium(II) acetate, trimer

• Catalog No.: 10516
• CAS Number: 3375-31-3
• M. F.: C12H18O12Pd3
• M. W.: 673.52412
• Purity: Pd 45.9-48.4%

SYNONYMS

• Title: 乙酸钯(II), 三聚体
• IUPAC name: tripalladium(2+) ion hexaacetate
• IUPAC Traditional name: tripalladium(2+) ion hexaacetate
• Synonyms: Palladium diacetate; Acetic acid palladium(II) salt

DATABASE IDS

• CAS Number: 3375-31-3
• EC Number: 222-164-4
• Merck Index: 146991
• MDL Number: MFCD00012453

PROPERTIES

• Purity: Pd 45.9-48.4%
• Apperance: Needles
• Melting Point: ca 205°C dec.
• Solubility: Soluble as monomer in glacial acetic acid or as trimer in benzene
• GHS Hazard statements: H318-H317-H413
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P280-P305+P351+P338-P302+P352-P321-P501A
• Risk Statements: 41-43-53
• RTECS: AJ9000000
• Safety Statements: 24-26-37/39-60-61
• TSCA Listed: 是

REFERENCES

• o-Allylic or o-vinylic phenols undergo phosphine-free Pd-catalyzed cross-coupling with vinylic halides and triflates, giving dihydrobenzopyrans and dihydrobenzofurans respectively: Tetrahedron Lett., 39, 237 (1998):
  
• In the presence of TBAB, catalyzes direct homocoupling of aryl halides: Tetrahedron Lett., 39, 2559 (1998).
• Use in an improved "Wacker" oxidation of terminal alkenes to 2-alkanones, with p-Benzoquinone, A13162, as the co-oxidant, gives rates up to 50 times higher than earlier procedures: J. Org. Chem., 55, 2924 (1990).
• Also catalyzes the allylic acetoxylation of cycloalkenes: Org. Synth. Coll., 8, 137 (1993).
• For catalysis of the efficient "ligandless" Suzuki cross-coupling of arylboronic acids with aryl iodides, see: J. Org. Chem., 59, 5034 (1994); Org. Synth., 75, 61 (1997).
• For a brief feature on uses of palladium acetate in synthesis, see: Synlett, 329 (2006).
• For the Heck-type reaction of arenediazonium salts with alkenes, see p-Anisidine, A10946.
• Widely used as catalyst, in the presence of a phosphine ligand and a base, in the Heck (or Mizoroki-Heck) reaction, for coupling of aryl or vinyl halides with alkenes. Reviews: Org. React., 27, 345 (1982); Acc. Chem. Res., 12, 146 (1979); 28, 2 (1995);Angew. Chem. Int. Ed., 33, 2379 (1994); Chem. Rev., 100, 3009 (2000). In many reactions, e.g. the arylation of ɑ?-unsaturated esters, Tri(o-tolyl)phosphine, A12093 is superior to triphenylphosphine: J. Org. Chem., 43, 2952 (1978).