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- 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl
PRICE INQUIRYCatalog Number
ACM564483187
Product Name
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/564483-18-7.gif)
CAS
564483-18-7
Synonyms
Dicyclohexyl(2',4',6'-Triisopropylbiphenyl-2-Yl)Phosphine
IUPAC Name
dicyclohexyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane
Molecular Weight
476.72
Molecular Formula
C33H49P
Canonical SMILES
CC(C)C1=CC(=C(C(=C1)C(C)C)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4)C(C)C;
InChI
UGOMMVLRQDMAQQ-UHFFFAOYSA-N
InChI Key
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
Boiling Point
569.8±50.0 °C(Predicted)
Melting Point
187-190 °C(lit.)
Purity
98%
Appearance
Solid
Complexity
545
Covalently-Bonded Unit Count
1
Exact Mass
476.357g/mol
Heavy Atom Count
34
Isomeric SMILES
CC(C)C1=CC(=C(C(=C1)C(C)C)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4)C(C)C
Monoisotopic Mass
476.357g/mol
Rotatable Bond Count
7
Topological Polar Surface Area
0A^2
UNII
R271FU23T8
Application
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl serves as an exceptional ligand in a variety of catalytic applications, enhancing efficiency and selectivity. It is particularly notable for its role in Pd-catalyzed processes, such as amination and amidation of aryl sulfonates, the Suzuki-Miyaura coupling reaction, carbonyl enolate coupling, chemoselective amination of aryl chlorides, and borylation for the formation of trifluoroborates. Additionally, it facilitates the synthesis of novel [1,2,4]triazolo[4,3-a]pyrazine derivatives, acting as a regent for potential selective c-met inhibitors with improved pharmacokinetic properties. This ligand is also crucial for processes such as the palladium-catalyzed three-component synthesis of indoles, synthesis of carbazoles, and direct arylation of picoline N-oxide, among others. It is used in Pt-catalyzed regioselective hydrosilylation and silver-catalyzed hydrogenation of aldehydes, as well as in various coupling reactions, emphasizing its versatility and effectiveness in modern chemical synthesis.
January 8, 2025
Superb Ligand for Efficient Catalysis in Research
Used 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl in Pd-catalyzed amination of aryl sulfonates. Enhanced catalytic efficiency and simplified workflow significantly improved our synthesis of C-met inhibitors. Highly recommend for precision and reliability in research.
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