User:CrazyChemGuy/Sandbox

From Wikipedia, the free encyclopedia

CrazyChemGuy/Sandbox
IUPAC name 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl
Other names XPhos
Identifiers
CAS number [564483-18-7]
PubChem 24882906
Properties
Molecular formula C33H49P
Molar mass 476.72
Appearance colorless solid
Melting point

187-190 °C

Solubility in water organic solvents
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

XPhos is an organophosphorus compound derived from the biphenyl. Its palladium complexes exhibit high activity for Buchwald-Hartwig amination reactions involving aryl chlorides and aryl tosylates. Both palladium and copper complexes of the compound exhibit high activity for the coupling of aryl halides and aryl tosylates with various amides.[1] The ligand has convenient handling characteristics since it is air-stable.[2]

[edit] Structure

[edit] See also

[edit] References

  1. ^ Huang, X.; Anderson, K. W.; Zim, D.; Jiang, L.; Klapars, A.; Buchwald, S. L. (2003). "Expanding Pd-Catalyzed C-N Bond-Forming Processes: The First Amidation of Aryl Sulfonates, Aqueous Amination, and Complementarity with Cu-Catalyzed Reactions". J. Am. Chem. Soc. 125: 6653-6655. doi:10.1021/ja035483w. 
  2. ^ Altman, R.A.; Fors, B.P.; Buchwald, S.L. (2007). "Pd-Catalyzed Amination Reactions of Aryl Halides Using Bulky Biarylmonophosphine Ligands". Nature Protocols 2: 2881-2887. doi:10.1038/nprot.2007.414.