928364
XPhos ChemBeads
~6 wt.% loading of catalyst, solid
別名:
2-Dicyclohexylphosphino-2’,4’,6’-triisopropylbiphenyl
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この商品について
実験式（ヒル表記法）:
C33H49P
CAS番号:
分子量:
476.72
UNSPSC Code:
12352103
NACRES:
NA.82
MDL number:
製品名
XPhos ChemBeads,
Quality Segment
product line
ChemBeads
assay
~6 wt.% loading of catalyst
form
solid
reaction suitability
reagent type: catalyst
reaction type: Cross Couplings
extent of labeling
~6 wt. % loading of catalyst
SMILES string
P(C4CCCCC4)(C3CCCCC3)c1c(cccc1)c2c(cc(cc2C(C)C)C(C)C)C(C)C
InChI
1S/C33H49P/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3
InChI key
UGOMMVLRQDMAQQ-UHFFFAOYSA-N
General description
XPhos [2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl] is an air-stable electron-rich biaryl monophosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.
For larger scale uses, product also available in powdered form (638064)
For larger scale uses, product also available in powdered form (638064)
Application
Preferred ligand for greener Sonogashira coupling in TPGS-750-M.
- Preparation of functionalized benzylic sulfones via palladium-catalyzed Negishi cross-coupling between alkyl sulfones and aryl halides.
- 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.
- Along with platinum chloride to catalyze the hydrosilylation of terminal arylalkynes with silanes to form functionalized β-(E)-vinylsilanes.
- Ligand used in a Pd-catalyzed Suzuki coupling leading to C-15 analogs of vindoline.Direct annulation of 2-haloanilines to indoles and tryptophans catalyzed by Pd. Synthesis of regioregular polythiophenes.
ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.
Other Notes
High-Throughput Reaction Screening with Nanomoles of Solid Reagents Coated on Glass Beads
Versatile Methods to Dispense Sub-Milligram Quantities of Solids using Chemical Coated Beads for High-Throughput Experimentation
ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand
Versatile Methods to Dispense Sub-Milligram Quantities of Solids using Chemical Coated Beads for High-Throughput Experimentation
ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand
signalword
Danger
hcodes
Hazard Classifications
Carc. 1B Inhalation
保管分類
6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable