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Tris(dibenzylideneacetone)dipalladium

Basic information Description Reactions References Safety Related Supplier

Tris(dibenzylideneacetone)dipalladium Basic information

Product Name:
Tris(dibenzylideneacetone)dipalladium
CAS:
51364-51-3
MF:
C51H42O3Pd2
MW:
915.71738
EINECS:
610-654-4
Mol File:
51364-51-3.mol
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Tris(dibenzylideneacetone)dipalladium Chemical Properties

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
InChIKey
IBXMKLPFLZYRQZ-VCHVFRDLSA-N
CAS DataBase Reference
51364-51-3(CAS DataBase Reference)
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Safety Information

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

MSDS

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Tris(dibenzylideneacetone)dipalladium Usage And Synthesis

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, ß-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.

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.

Tris(dibenzylideneacetone)dipalladium Preparation Products And Raw materials

Preparation Products

Raw materials

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Tris(dibenzylideneacetone)dipalladiumSupplierMore

Shaanxi Rock New Materials Co., Ltd. Gold
Tel:
Email:
gongyinchuan@bjrock.com
WuHan Taiyukaishang Chemical Co., Ltd. Gold
Tel:
027-87680032
Email:
taiyuchem@163.com
Energy Chemical Gold
Tel:
021-58432009
Email:
sales8178@energy-chemical.com
9ding chemical ( Shanghai) Limited Gold
Tel:
021-52271985
Email:
sales@9dingchem.com
Beijing Guofang Dingsheng Technology Co., Ltd. Gold
Tel:
0316-6175846-
Email:
gfdschem@126.com
Basic information Description Reactions References Safety Related Supplier