SPhos

SPhos

Chembox new
ImageFile = SPhos.png ImageSize =
ImageFile1 =
ImageSize1 =
IUPACName = 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
OtherNames = SPhos
Section1 = Chembox Identifiers
CASNo = 657408-07-6
PubChem = 24882907
SMILES =

Section2 = Chembox Properties
Formula = C26H35O2P
MolarMass = 410.53 g/mol
Appearance = colorless solid
Density =
MeltingPt = 164-166 °C
BoilingPt =
Solubility = organic solvents

Section3 = Chembox Hazards
MainHazards =
FlashPt =
Autoignition =

SPhos is an organophosphorus compound derived from the biphenyl. Its palladium complexes exhibit high activity for Suzuki coupling reactions involving aryl chlorides, which are unreactive with palladium complexes of most other phosphine ligands. [cite journal | author = Barder, T.E.; Walker, S.D.; Martinelli, J.R.; Buchwald, S. L. | title = New Catalysts for Suzuki-Miyaura Coupling Processes: Scope and Studies of the Effect of Ligand Structure | year = 2005 | journal = J. Am. Chem. Soc. | volume = 127 | issue = | pages = 4685-4696 | doi = 10.1021/ja042491j] The ligand has convenient handling characteristics since it is air-stable. [cite journal | author = Altman, R.A.; Buchwald, S.L. | title = Pd-Catalyzed Suzuki-Miyaura Reactions of Aryl Halides Using Bulky Biarylmonophosphine Ligands | year = 2007 | journal = Nature Protocols | volume = 2 | issue = | pages = 3115-3121 | doi = 10.1038/nprot.2007.411]

ee also

* XPhos
* Suzuki reaction

References


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