Bis(dibenzylideneacetone)palladium
Bis(dibenzylideneacetone)palladium Basic information
- Product Name:
- Bis(dibenzylideneacetone)palladium
- Synonyms:
-
- BIS(DIBENZYLIDENEACETONE)PALLADIUM
- BIS(DIBENZYLIDENEACETONE) PALLADIUM(0)
- PALLADIUM (0) BIS(DIBENZYLIDENEACETONE) SALT
- PALLADIUM(0) BIS(DIBENZYLIDENEACETONE)
- PD(DBA)2
- Bis(dibenzylideneacetone)palladium(0) Pd(dba)2Pd2(dba)3dba
- BIS(DIBENZYLIDENEACETONE)PALLADIUM(O)
- Bis(dibenzylideneacetone)palladium(0) Pd(dba)2Pd2(dba)3ba
- CAS:
- 32005-36-0
- MF:
- C34H20O2Pd
- MW:
- 566.95
- EINECS:
- 608-691-6
- Product Categories:
-
- chemical reaction,pharm,electronic,materials
- organometallic complex
- Catalysts for Organic Synthesis
- Classes of Metal Compounds
- Catalysts-Ligands
- Pd
- Homogeneous Catalysts
- Metal Complexes
- Pd (Palladium) Compounds
- Synthetic Organic Chemistry
- Transition Metal Compounds
- Mol File:
- 32005-36-0.mol
Bis(dibenzylideneacetone)palladium Chemical Properties
- Melting point:
- 150°C
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- Chloroform (Slightly)
- form
- Fine Powder
- color
- Red-brown to black
- Water Solubility
- insoluble
- Sensitive
- Air & Moisture Sensitive
- Stability:
- Hygroscopic
- InChIKey
- WTAPZWXVSZMMDG-JZOPPWQGSA-N
- CAS DataBase Reference
- 32005-36-0(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi
- Risk Statements
- 36/38
- Safety Statements
- 22-24/25-37/39-26
- WGK Germany
- 3
- TSCA
- No
- HS Code
- 28439000
MSDS
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
Bis(dibenzylideneacetone)palladium Usage And Synthesis
Reaction
- Palladium-catalyzed acylation of unsaturated halides by anions of enol ethers.
- Asymmmetric Allylation reactions.
- Intramolecular reactions with alkenes.
- Carbonylation reactions.
- Cross Coupling reactions.
Chemical Properties
purple brown
Uses
Hydrogenation, isomerization, carbonylation, oxidation, C-C bond formation.Bis(dibenzylideneacetone)palladium(0) is used as a reagent for the preparation of allylic substituted cyclopentadienes. It acts as a homogeneous catalyst as well as in the alkylation of allyl acetates by various nucleophiles. Further, it is used in Suzuki reaction.
Uses
Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Application
Bis(dibenzylideneacetone)palladium(0) (Pd(dba)2) was employed as catalyst in the following studies:
Synthesis of isomeric 2-aryl-2,5-dihydrofurans, via Heck coupling of aryl bromides with alkenes using neopentyl phosphine ligands.
Heck reaction of benzyl trifluoroacetate and 2,3-dihydrofuran phosphoramidite ligand.
Allylation of stabilized anions.Cross coupling of allyl, alkenyl and aryl halides with organostannanes.
Cross coupling of vinyl halides with alkenyl zinc species.Carbonylation of alkenyl and aryl halides.
Employed with cyclic thiourea ligands in an efficient aerobic oxidation of alcohols to aldehydes and ketones.
General Description
Bis(dibenzylideneacetone)palladium(0) (Pd(dba)2) is an air stable Pd0 complex. It is a reagent for the synthesis of allylic substituted cyclopentadienes. It is a homogeneous catalyst. It catalyzes the alkylation of allyl acetates by various nucleophiles under mild conditions.
Synthesis
Bis(dibenzylideneacetone)palladium(0) was prepared by reduction of PdCl2 with methanol in the presence of sodium acetate and dibenzylideneacetone, as dark-violet pre-cipitate with mp 152°C (150°C ).
Bis(dibenzylideneacetone)palladium Preparation Products And Raw materials
Raw materials
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