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761605
BrettPhos Pd G3
98%, solid
Synonym(s):
[(2-Di-cyclohexylphosphino-3,6-dimethoxy-2′,4′,6′- triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′ -biphenyl)]palladium(II) methanesulfonate methanesulfonate
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About This Item
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Product Name
BrettPhos Pd G3, 98%
Quality Level
assay
98%
form
solid
feature
generation 3
reaction suitability
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: catalyst
core: palladium
reaction type: Cross Couplings
mp
150-193 °C (decomposition)
functional group
amine
SMILES string
CS(=O)(O[Pd]c1c(c2c(N)cccc2)cccc1)=O.COc3c(P(C4CCCCC4)C5CCCCC5)c(c6c(C(C)C)cc(C(C)C)cc6C(C)C)c(OC)cc3
InChI
1S/C35H53O2P.C12H10N.CH4O3S.Pd/c1-23(2)26-21-29(24(3)4)33(30(22-26)25(5)6)34-31(36-7)19-20-32(37-8)35(34)38(27-15-11-9-12-16-27)28-17-13-10-14-18-28;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h19-25,27-28H,9-18H2,1-8H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1
InChI key
PQYBJDCHLVJYSD-UHFFFAOYSA-M
1 of 4
This Item | 762229 | 745979 | 804355 |
|---|---|---|---|
| assay 98% | assay 98% | assay 96% | assay 95% |
| reaction suitability reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: catalyst | reaction suitability 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 suitability - | reaction suitability 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 |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| mp 150-193 °C (decomposition) | mp 130-140 °C | mp 119-131 °C | mp - |
| form solid | form solid | form solid | form powder |
| feature generation 3 | feature generation 3 | feature generation 3 | feature generation 4 |
General description
Application
It may be used in the synthesis of following compounds:
- [Pd(cinnamyl)(BrettPhos)]OTf by reacting with [(cinnamyl)PdCl]2 and AgOTf.[3]
- [Pd(crotyl)(BrettPhos)]OTf by reacting with [(crotyl)PdCl]2 and AgOTf.[3]
- [Pd(allyl)(BrettPhos)]OTf by reacting with [(allyl)PdCl]2 and AgOTf.[3]
- Pd(allyl)(BrettPhos)Clby reacting with [(allyl)PdCl]2.[3]
related product
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
All contents in the foil bag are weighed, plated, packed, and sealed in a glove box under nitrogen.
G3 and G4 Buchwald palladium precatalysts are the newest air, moisture, and thermally stable crossing-coupling complexes used in bond formation for their versatility and high reactivity.
Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.
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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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