638064
XPhos
98%
Synonym(s):
2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl
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About This Item
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Quality Level
Assay
98%
reaction suitability
reaction type: Cross Couplings
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-C Bond Formation
reagent type: ligand
reaction type: Heck Reaction
reagent type: ligand
reaction type: Hiyama Coupling
reagent type: ligand
reaction type: Negishi Coupling
reagent type: ligand
reaction type: Sonogashira Coupling
reagent type: ligand
reaction type: Stille Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
greener alternative product score
old score: 2
new score: 1
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greener alternative product characteristics
Waste Prevention
Atom Economy
Use of Renewable Feedstocks
Catalysis
Learn more about the Principles of Green Chemistry.
sustainability
Greener Alternative Product
mp
187-190 °C (lit.)
functional group
phosphine
greener alternative category
SMILES string
CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1C2=C(P(C3CCCCC3)C4CCCCC4)C=CC=C2
1 of 4
This Item | 591068 | 73861 | N0756 |
|---|---|---|---|
| Quality Level 100 | Quality Level 200 | Quality Level 100 | Quality Level 100 |
| bp 177 °C (lit.) | bp 153 °C/774 mmHg (lit.) | bp 177 °C (lit.) | bp 177 °C (lit.) |
| density 0.95 g/mL (lit.) | density 1.086 g/mL at 25 °C | density 0.95 g/mL (lit.) | density 0.95 g/mL (lit.) |
General description
Application
Direct annulation of 2-haloanilines to indoles and tryptophans catalyzed by Pd.[2] Synthesis of regioregular polythiophenes.[3]
For small scale and high throughput uses, product is also available as ChemBeads (928364)
On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors
- Preparation of functionalized benzylic sulfones via palladium-catalyzed Negishi cross-coupling between alkyl sulfones and aryl halides.[4]
- Along with pre-milled palladium(II) acetate as a pre-catalyst for the Stille cross-coupling of aryl chlorides with tributylarylstannanes to form the corresponding biaryl compounds.[5]
- Along with platinum chloride to catalyze the hydrosilylation of terminal arylalkynes with silanes to form functionalized β-(E)-vinylsilanes.[6]
Legal Information
related product
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
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Articles
Buchwald Phosphine Ligands
The Hazari group has developed an improved palladium precatalyst scaffold for a wide range of cross-coupling reactions
A variety of palladium-catalyzed cross-coupling reactions can be run under room temperature conditions in water with TPGS- 750-M, using a variety of commercially available palladium complexes and ligands.
Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.
Protocols
TPGS-750-M surfactant enables various reactions in water at room temperature, enhancing efficiency and versatility in synthesis.
Related Content
The Catalexis platform enhances catalysis by digitally optimizing catalyst selection to identify the most effective phosphine ligands for cross-coupling reactions.
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