Details

Item Description Structure
Catalog 8089 CAS 564483-18-7
Product Name 2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl
Other Name X-PHOS;5-BROMO-4-CHLORO-3-INDOLYL PHOSPHATE;2-(DICYCLOHEXYLPHOSPHINO)-2',4',6'-TRI-I-PROPYL-1,1'-BIPHENYL;2-DICYCLOHEXYLPHOSPHINO-2',4',6'-TRIISO-PROPYL-1,1'-BIPHENYL;2-DICYCLOHEXYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL;2-Dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl, X-PHOS;2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl,min.98%X-Phos;2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 98+%
Purity 98% ee NA
Molecular Formula C33H49P
Molecular Weight 476.72
Color and Form white pwdr.
Package 5g/10g and more Bulk Ordering Package
Solubility NA
Melting point 185C
Stability Yes
Risk R20/22... Safety S26/S45 Hazard NA
spectrometry Conforms to structure
HPLC Conforms to structure
Note Only for research purposes only
Technical Note

Technical Notes:
1. See also ?SPhos.
2. Exceptional ligands for Pd-catalyzed amination and amidation of aryl sulfonates. (see Ref. 16).
3. Ligand used for the Pd-catalyzed Suzuki-Miyaura coupling reaction and carbonyl enolate
coupling (se Ref. 9).
4. Ligand used for the chemoselective amination of aryl chlorides.
5. Ligand used for the Pd-catalyzed borylation of aryl chlorides.
a. For the formation of trifluoroborates, see also Ref. 11.
6. Ligand used for the Pd-catalyzed amination of vinyl halides and triflates.
7. Ligand used for the Pd-catalyzed three-component synthesis of indoles.
8. Ligand used for the Pt-catalyzed regioselective hydrosilylation of functionalized terminal
arylalkynes.
9. Ligand used for the Pd-catalyzed synthesis of carbazoles.
10. Ligand used for the Pd-catalyzed Suzuki-Miyaura coupling of aryl chloride and NHC-boranes.
11. Ligand used for the direct arylation of picoline N-oxide.
12. Ligand used for the Negishi coupling of 2-heterocyclic organozinc reagents.
13. Catalyst for a phosphine-catalyzed Heine reaction.
14. Ligand used for the palladium-catalyzed oxidative coupling of indoles and heteroarenes.
References:
1. J. Am. Chem. Soc., 2003, 125, 6653.
2. J. Am. Chem. Soc., 2003, 125, 11818.
3. Angew. Chem. Int. Ed., 2006, 45, 6523.
4. J. Am. Chem. Soc., 2007, 129, 3358.
5. Angew. Chem. Int. Ed., 2007, 46, 5359.
6. J. Org. Chem., 2005, 70, 8638.
7. Angew. Chem. Int. Ed., 2007, 46, 1529.
8. Tetrahedron Lett., 2008, 49, 2429.
9. Acc. Chem. Res. 2008, 41, 1461.
10. J. Org. Chem., 2009, 74, 4720.
11. Org. Lett., 2009, 11, 4914.
12. J. Am. Chem. Soc., 2010, 132, 17701.
13. J. Org. Chem., 2010, 75, 8330.
14. Org. Lett., 2011, 13, 5444.
15. Angew. Chem., Int. Ed., 2011, 50, 5365.

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