678740

Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)

• Synonym(s): (A-^taPhos)₂PdCl₂, Pd(amphos)Cl₂
• Empirical Formula (Hill Notation): C₃₂H₅₆Cl₂N₂P₂Pd
• CAS Number: 887919-35-9
• Molecular Weight: 708.07
• MDL number: MFCD09265123
• UNSPSC Code: 12161600
• PubChem Substance ID: 24885453
• NACRES: NA.22

Properties

• form: solid
• Quality Level: 200
• reaction suitability: core: palladium; reaction type: Buchwald-Hartwig Cross Coupling Reaction; 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; reaction type: Cross Couplings
• functional group: phosphine
• SMILES string: Cl[Pd]Cl.CN(c1ccc(P(C(C)(C)C)C(C)(C)C)cc1)C.CN(c2ccc(P(C(C)(C)C)C(C)(C)C)cc2)C
• InChI: 1S/2C16H28NP.2ClH.Pd/c2*1-15(2,3)18(16(4,5)6)14-11-9-13(10-12-14)17(7)8;;;/h2*9-12H,1-8H3;2*1H;/q;;;;+2/p-2
• InChI key: DWOZNANUEDYIOF-UHFFFAOYSA-L

Description

General description

Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine) dichloropalladium(II) is an organic compound with chemical formula C₃₂H₅₆Cl₂N₂P₂Pd. It is commonly used as a catalyst in the organic synthesis.

For small scale and high throughput uses, product is also available as ChemBeads (927791)

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) is used as a catalyst:

• In the enantioselective construction of indole-fused bicyclo[3.2.1]-octanes via an aminopalladition-triggered Heck-type reaction.
• In the synthesis of phenanthridine derivatives from ortho bromo N-tosylhydrazones and 2-aminophenylboronic ester via Suzuki cross-coupling reaction followed by intramolecular condensation reaction.
• In the synthesis of indenones by Pd-catalyzed annulation of an ortho-halobenzyl alcohol with internal alkynes.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves