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Tris(dibenzylideneacetone)dipalladium(0)

Tris(dibenzylideneacetone)dipalladium(0)
Pd2(dba)3.png
Tris(dibenzylideneacetone)dipalladium(0)-3D-balls.png
Names
IUPAC name
Tris(dibenzylideneacetone)dipalladium
Other names
Pd2(dba)3
Identifiers
ECHA InfoCard 100.122.794
PubChem CID
Properties
C51H42O3Pd2
Molar mass 915.73 g·mol−1
Melting point 152 to 155 °C (306 to 311 °F; 425 to 428 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Tris(dibenzylideneacetone)dipalladium(0) or [Pd2(dba)3] is an organopalladium compound. The compound is a complex of palladium(0) with dibenzylideneacetone (dba). It is a dark-purple/brown solid, which is modestly soluble in organic solvents. Because the dba ligands are easily displaced, the complex is used as a homogeneous catalyst in organic synthesis.

First reported in 1970, it is prepared from dibenzylideneacetone and sodium tetrachloropalladate. Because it is commonly recrystallized from chloroform, the complex is often supplied as the adduct [Pd2(dba)3·CHCl3]. The purity of samples can be variable.

In [Pd2(dba)3], the pair of Pd atoms are separated by 320 pm but are tied together by dba units. The Pd(0) centres are bound to the alkene parts of the dba ligands.

[Pd2(dba)3] is used as a source of soluble Pd(0), in particular as a catalyst for various coupling reactions. Examples of reactions using this reagent are the Negishi coupling, Suzuki coupling, Carroll rearrangement, and Trost asymmetric allylic alkylation, as well as Buchwald–Hartwig amination.

Related Pd(0) complexes are [Pd(dba)2] and tetrakis(triphenylphosphine)palladium(0).


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