SPhos

SPhos
IUPAC name

2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
Other names

SPhos
Identifiers
CAS number 657408-07-6
PubChem 11269872
Properties
Molecular formula C26H35O2P
Molar mass 410.53 g/mol
Appearance colorless solid
Melting point

164-166 °C
Solubility in water organic solvents
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

SPhos is an organophosphorus compound derived from 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.[1] The ligand has convenient handling characteristics since it is air-stable.[2]

See also

References

  1. ^ Barder, T.E.; Walker, S.D.; Martinelli, J.R.; Buchwald, S. L. (2005). "New Catalysts for Suzuki-Miyaura Coupling Processes: Scope and Studies of the Effect of Ligand Structure". J. Am. Chem. Soc. 127 (13): 4685–4696. doi:10.1021/ja042491j. PMID 15796535. 
  2. ^ Altman, R.A.; Buchwald, S.L. (2007). "Pd-Catalyzed Suzuki-Miyaura Reactions of Aryl Halides Using Bulky Biarylmonophosphine Ligands". Nature Protocols 2 (12): 3115–3121. doi:10.1038/nprot.2007.411. PMID 18079711.