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  • Product Name:   Tris(dibenzylideneacetone)dipalladium
  • Synonyms:   Bis(dibenzylideneacetone)palladium(0)~Pd_2(dba)_3;Tris(dibenzylidenaceTone) dipalladium (O);Tris(dibezylideneacetone)dipalladium;Palladium, tris.mu.-(1,2-.eta.:4,5-.eta.)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-onedi-;Tris(dibenzylidenaceton)dipalladium
  • CAS No.:   60748-47-2;51364-51-3
  • Molecular Formula:   C51H42O3Pd2
  • Molecular Weight :   915.71738
  • Specification :   98%
  • Place of Origin:   China
  • Appearance :   
  • Document :   Download

Description of Tris(dibenzylideneacetone)dipalladium



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


CAS DataBase Reference 51364-51-3(CAS DataBase Reference)




Safety Information


Hazard Codes  Xn


Risk Statements  20/22-36-40


Safety Statements  24/25-36/37




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 3-MORPHOLINOPHENYLBORONIC ACID PINACOL ESTER-->4-PYRIDIN-2-YLISOXAZOL-5-AMINE-->3-Morpholinobenzaldehyde


Raw materials Sodium acetate-->Benzaldehyde-->Palladium chloride


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