Tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct

Name: Tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct
Brand: ALDRICH

solid

Synonym(s):

Dipalladium-tris(dibenzylideneacetone)chloroform complex, Pd₂(dba)₃ · CHCl₃

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About This Item

Linear Formula:

(C₆H₅CH=CHCOCH=CHC₆H₅)₃Pd₂ · CHCl₃

CAS Number:

52522-40-4

Molecular Weight:

1035.10

UNSPSC Code:

12161600

PubChem Substance ID:

24862642

NACRES:

NA.22

MDL number:

MFCD00075479

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Properties

Product Name

Tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct,

form

solid

Quality Level

100

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: catalyst

mp

131-135 °C (lit.)

SMILES string

[Pd].[Pd].ClC(Cl)Cl.O=C(/C=C/c1ccccc1)\C=C\c2ccccc2.O=C(/C=C/c3ccccc3)\C=C\c4ccccc4.O=C(\C=C\c5ccccc5)/C=C/c6ccccc6

InChI

1S/3C17H14O.CHCl3.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;2-1(3)4;;/h3*1-14H;1H;;/b3*13-11+,14-12+;;;

InChI key

LNAMMBFJMYMQTO-FNEBRGMMSA-N

Description

General description

Tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct (Pd₂dba₃·CHCl₃) is reported to serve as effective precatalysts, or precursors to the active Pd(0) catalyst.

Application

Tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct (Pd₂dba₃·CHCl₃) was used in the following studies:

To compose the catalytic system for the preparation of homoallylpalladium complexes.These complexes underwent in situ Stille type cross coupling with various vinyltin reagents to afford the cyclized products bearing allyl appendages.
As palladium source in the asymmetric transformations of 3,4-epoxy-1-butene.
As catalyst for the Heck cross-coupling reaction of iodobenzene with styrene.
As cyclization catalyst.
As catalyst for [2+2+2] cycloaddtion of didehydrotriphenylenes to the corresponding extended triphenylenes.
As catalyst for the carbonylation of b,b-imidoyl iodides to the corresponding imidate esters used, in turn, to prepare cyclic, quaternary amino acids.

Application Guide for Palladium Catalyzed Cross-Coupling Reactions