756482
P(t-Bu)3 Pd G2
solid
Synonym(s):
Chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)] palladium(II)
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About This Item
Product Name
P(t-Bu)3 Pd G2,
SMILES string
NC1=C(C2=CC=CC=C2[Pd]Cl)C=CC=C1.CC(C)(C)P(C(C)(C)C)C(C)(C)C
InChI
1S/C12H10N.C12H27P.ClH.Pd/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-10(2,3)13(11(4,5)6)12(7,8)9;;/h1-6,8-9H,13H2;1-9H3;1H;/q;;;+1/p-1
InChI key
ZVSLIOFJVMRWHJ-UHFFFAOYSA-M
Quality Level
product line
Buchwald precatalyst Generation 2
form
solid
feature
generation 2
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
mp
167-170 °C (decomposition)
functional group
phosphine
Application
- Synthesis of sterically hindered biaryls (tetra-ortho-substituted), via cross-coupling reactions of aryl chlorides.
- Stille cross-couplings reactions of aryl chloride.
- Synthesis of chloropeptin I, via Stille cross-coupling reaction.
- Heck reaction.
- Negishi cross-coupling reactions.
General description
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Buchwald precatalysts and ligands are bulky electron-rich dialkylbiaryl phospine-based catalysts and structurally related ligands that improve reactivity in Pd-catalyzed cross - coupling reactions
All contents in the foil bag are weighed, plated, packed, and sealed in a glove box under nitrogen.
Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.
Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.
Related Content
The Buchwald group has developed a series of highly active and versatile palladium precatalysts and biarylphosphine ligands used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. The ligands are electron-rich, and highly tunable to provide catalyst systems with a diverse scope, high stability and reactivity. Furthermore, the new series of precatalysts are air-, moisture and thermally-stable and display good solubility in common organic solvents. The use of precatalysts ensures the efficient generation of the active catalytic species and allows one to accurately adjust the ligand:palladium ratio. The ligands, precatalysts and methodology developed in the Buchwald group are user friendly and have rendered previously difficult cross couplings reactions, much easier to achieve.
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