Description Uses Reactions References
ChemicalBook > CAS DataBase List > Tris(dibenzylideneacetone)dipalladium

Tris(dibenzylideneacetone)dipalladium

Description Uses Reactions References
Product Name
Tris(dibenzylideneacetone)dipalladium
CAS No.
51364-51-3
Chemical Name
Tris(dibenzylideneacetone)dipalladium
Synonyms
(DBA)3PD2;Tris(dibenzylideneacetone)palladium;tris(1,5-diphenylpenta-1,4-dien-3-one) dipalladium;Pd2(dbba)3;Pd2(dibenzylideneacetone)3;Tris(dibenzylideneacetonyl)bis-palladium;Tris(dibenzylidenaceTone) dipalladium (O);Tris(dibenzylideneac;Tris(dibenzyL;ideneacetone)dipaL
CBNumber
CB9855353
Molecular Formula
C51H42O3Pd2
Formula Weight
915.71738
MOL File
51364-51-3.mol
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Tris(dibenzylideneacetone)dipalladium Property

Melting point:
152-155°C
storage temp. 
2-8°C
solubility 
Soluble in chlorinated solvents, benzene and THF.
form 
Fine Crystalline Powder
color 
Purple to black
Water Solubility 
insoluble
Sensitive 
Air & Moisture Sensitive
InChI
InChI=1S/3C17H14O.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;;/h3*1-14H;;/b3*13-11+,14-12+;;
InChIKey
IBXMKLPFLZYRQZ-VCHVFRDLSA-N
CAS DataBase Reference
51364-51-3(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/22-36-40
Safety Statements 
24/25-36/37
WGK Germany 
3
TSCA 
No
HS Code 
28439000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
919772
Product name
Tris(dibenzylideneacetone)dipalladium(0) ChemBeads
Packaging
250MG
Price
$62
Updated
2025/07/31
Sigma-Aldrich
Product number
919772
Product name
Tris(dibenzylideneacetone)dipalladium(0) ChemBeads
Packaging
1G
Price
$159
Updated
2025/07/31
Sigma-Aldrich
Product number
328774
Product name
Tris(dibenzylideneacetone)dipalladium(0)
Purity
97%
Packaging
1g
Price
$69
Updated
2025/07/31
Sigma-Aldrich
Product number
328774
Product name
Tris(dibenzylideneacetone)dipalladium(0)
Purity
97%
Packaging
5g
Price
$326
Updated
2025/07/31
TCI Chemical
Product number
T2184
Product name
Tris(dibenzylideneacetone)dipalladium(0)
Purity
>75.0%(T)
Packaging
1g
Price
$175
Updated
2025/07/31
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Tris(dibenzylideneacetone)dipalladium Chemical Properties,Usage,Production

Description

Tris(dibenzylideneacetone) dipalladium (Tris DBA) is used as catalyst for a wide variety of Pd catalyzed reactions including Suzuki coupling, Heck coupling, Negishi coupling, Carroll reaarangement, Trost asymmetric allylic alkylation, Buchwald-Hartwig amination of acryl halides, fluorination of allylic chlorides, arylation of ketones, carbonylation of 1,1-dichloro-1-alkenes, ?-arylation of carboxylic esters, and conversion of aryl and vinyl triflates to aryl and vinyl halides. It is also involved in the synthesis of azepane. Tris DBA is also a novel inhibitor of N-myristoyltransferase-1 with significant antitumor activity.

Uses

Tris(dibenzylideneacetone)dipalladium is used in the preparation of semiconducting polymers processed from nonchlorinated solvents into high performance thin film transistors. Also used in the synthesis of polymer bulk-heterojunction solar sells as a semiconductor.

Reactions

1. Catalyst precursor for conversion of aryl chlorides, triflates, and nonaflates to nitroaromatics.
2. Catalyst for the synthesis of epoxides.
3. Catalytic asymmetric allylic and homoallylic diamination of terminal olefins.
4. Site-selective benzylic sp3 palladium-catalyzed direct arylation.
5. Palladium-catalyzed one-pot synthesis of tricyclic indolines.
6. Active catalyst for the Suzuki-Miyaura coupling of 2-pyridyl nucleophiles.
7. Catalyst in combination with BINAP for the asymmetric Heck Arylation of olefins.
8. Precursor for palladium-catalyzed carbon-nitrigen bond formation.
9. Catalyst for α-arylation of ketones,
10. Cross-coupling of aryl halides with aryl boronic acids.

References

  1. https://en.wikipedia.org/wiki/Tris(dibenzylideneacetone)dipalladium(0)
  2. http://www.sigmaaldrich.com
  3. https://www.alfa.com
  4. https://pubchem.ncbi.nlm.nih.gov
  5. S. S. Bhandarkar, J. Bromberg, C. Carrillo, P. Selvakumar, R. K. Sharma, B. N. Perry, B. Govindarajan, L. Fried, A. Sohn, K. Reddy and J. L. Arbiser, Tris (Dibenzylideneacetone) Dipalladium, a N-Myristoyltransferase-1 Inhibitor, Is Effective against Melanoma Growth In vitro and In vivo, Clinical Cancer Research, 2008, vol. 18, 5743-5748

Chemical Properties

dark purple solid

Uses

suzuki reaction

Uses

A cycloaddition catalyst.

Uses

Tris(dibenzylideneacetone)dipalladium is used in the preparation of semiconducting polymers processed from nonchlorinated solvents into high performance thin film transistors. It is also used as a semiconductor in the synthesis of polymer bulk-heterojunction solar cells.

Preparation

First reported in 1970,Tris(dibenzylideneacetone)dipalladium(0)  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.

General Description

Tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3) participates in the synthesis of azepane. Crystal structure of Pd2(dba)3 has been determined by three-dimensional X-ray data. Crystals of Pd2(dba)3 are reported to crystalize in triclinic system. It is widely used Pd(0) source in Pd-mediated transformations.

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

Structure and conformation

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. 

Tris(dibenzylideneacetone)dipalladium Preparation Products And Raw materials

Raw materials

Sodium acetate Benzaldehyde Palladium chloride

Preparation Products

4-PYRIDIN-2-YLISOXAZOL-5-AMINE 3-MORPHOLINOPHENYLBORONIC ACID PINACOL ESTER 3-Morpholinobenzaldehyde
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View Lastest Price from Tris(dibenzylideneacetone)dipalladium manufacturers

Shanghai Daken Advanced Materials Co.,Ltd
Product
Tris(dibenzylideneacetone)dipalladium 51364-51-3
Price
US $0.00/KG
Min. Order
1KG
Purity
98.00%
Supply Ability
100KG /month
Release date
2021-11-05
Hebei Dangtong Import and export Co LTD
Product
Tris(dibenzylideneacetone)dipalladium 51364-51-3
Price
US $12.00-7.00/g
Min. Order
1g
Purity
99%
Supply Ability
500
Release date
2023-09-14
R&D Scientific Inc.
Product
Tris(dibenzylideneacetonyl)bis-palladium 51364-51-3
Price
US $1786.00/g
Min. Order
1g
Purity
98
Supply Ability
500 Kg
Release date
2024-11-12

51364-51-3, Tris(dibenzylideneacetone)dipalladiumRelated Search:

BENZALPHTHALIDE Benzyl chloride 1,3-Dihydroxyacetone Tricine BUFFER SOLUTION PH = 6,00 (20 °C) (POTASSIUM DIHYDROGEN PHOSPHATE/SODIUM HYDROXIDE) Benzyltrimethylammonium chloride Benzalacetone BIS-Tris Diacetone Alcohol Dibenzylideneacetone Tris(dibenzylideneacetone)dipalladium Tris(dibenzylideneacetone)dipalladium-chloroform adduct Benzyltriethylammonium chloride Dichloro(1,5-cyclooctadien)ruthenium(II) polymer Dichloro(1,5-cyclooctadiene)platinum(II) Chloro(1,5-cyclooctadiene)rhodium(I) dimer Tris(hydroxymethyl)aminomethane Tris(triphenylphosphine)chlororhodium

  • Bis(dibenzylideneacetone)palladium(0)~Pd_2(dba)_3
  • Tris(dibenzylidenaceTone) dipalladium (O)
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  • Palladium, tris.mu.-(1,2-.eta.:4,5-.eta.)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-onedi-
  • Tris(dibenzylidenaceton)dipalladium
  • TRIS(BIBENZYLIDENEACETONE) DIPALLADIUM
  • Tris(dibenzylideneacetone)dipalladium(0), Pd 21.5% min
  • Tris(dibenzylideneacetone)dipalladium(0), Pd content 22-24%
  • TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM，20.3%
  • ChemDose(R), Tris[dibenzylideneacetone]dipalladium(0) impregnated tablets
  • Tris[dibenzylideneacetone]dipalladium(0), ChemDose(R) tablets
  • Tris(dibenzylideneacetone)dipalladium(0) Can be used to form catalysts in situ by separate addition of ligand dec. 152-155
  • Tris(dibenzylideneacetone)dipalladium(0),97%
  • Tris(dibenzylideneacetone)dipalladium(0), Pd min
  • tris(dibenzylidineacetone)dipalladium(0)
  • Tris(dibenzylideneacetone)dipalladium(0) ,98%
  • Tris(dibenzylideneac
  • Bis[tris(dibenzylideneacetone)palladium(0)]
  • Tris(dibenzylideneacetone)dipalladiuM(0), 97% 500MG
  • Tris(dibenzylideneacetone)dipalladiuM(0), 97% 5GR
  • (DBA)3PD2
  • Tris(Dibenzylidenacetone)palladiuM (O)
  • Tris(dlbenzylideneacetone)dipalladiuM(O)
  • Tris(dibenzylideneacetone)dipalladiuM (0), Pd2(dba)3
  • Pd2(dibenzylideneacetone)3*CHCl3
  • Tris(dibenzylideneacetone)dipa
  • Tris(dibenzylideneacetone)dipalladiuM(0), 20% Pd, Product of UMicore
  • Tris[dibenzylideneacetone]dipalladium(0)impregnated tablets
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  • Tris(dibenzylideneacetonyl)bis-palladium
  • Tris (dibenzylideneacetone indene) dipalladiuM
  • Three (2 benzylidene acetone) 2 palladiuM
  • Pd2(dba)3(=Tris(debenzylideneacetone)Dipalladium(0)
  • ideneacetone)dipaL
  • Tris(dibenzyL
  • Tris(dibenzylideneacetone)palladium
  • Pd21.5%Tris(dibenzylideneacetonyl)bis palladium
  • Pd2(dibenzylideneacetone)3
  • Tris[dibenzylideneacetone]dipalladium(0), ChemDose(TM) tablets
  • Tris (dibenzilidenacetona) dipaládio (0) (Pd2(dba)3)
  • Tris(dba)dipalladium(0)
  • Pd2(dbba)3
  • Tris(dibenzylideneacetone)dipalladium(0),>98%,,Pd 21.5% min
  • Tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3) extrapure, 22-25% Pd
  • tris(1,5-diphenylpenta-1,4-dien-3-one) dipalladium
  • Tris(dibenzylideneacetone)dipalladium / Pd2(dba)3
  • Tri (dibenzylacetone) dipalladium
  • TRI DIBENZYLIDENEACETONE DIPALLADIUM
  • Tris(dibenzylideneacetone)palladium(0)
  • Tris[dibenzylideneacetone]dipalladium(0), ChemDose<sup>?</sup> tablets
  • [Pd<sub>2</sub>(dba)<sub>3</sub>] x dba
  • Tris(dibenzylideneacetone)dipalladium(0) ChemBeads
  • Tris(dibenzylideneacetone)dipalladium 21.5%
  • 51364-51-3
  • 51364-05-3
  • 1364-51-3
  • C6H5CHCHCOCHCHC6H53Pd2
  • C51H42O3Pd2