678740
Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)
Synonym(s):
(A-taPhos)2PdCl2, Pd(amphos)Cl2
About This Item
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form
solid
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
General description
For small scale and high throughput uses, product is also available as ChemBeads (927791)
Application
- 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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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TPGS-750-M, a second generation surfactant, may be used in water at room temperature for Buchwald-Hartwig Amination, Suzuki-Miyaura reactions, Heck reactions, Sonogashira reactions, Negishi reactions, and olefin metathesis.
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