SPhos is a
phosphine ligand A metal-phosphine complex is a In coordination complex containing one or more phosphine ligands. Almost always, the phosphine is an organophosphine of the type R3P (R = alkyl, aryl). Metal phosphine complexes are useful in homogeneous catalysis. P ...
derived from
biphenyl
Biphenyl (also known as diphenyl, phenylbenzene, 1,1′-biphenyl, lemonene or BP) is an organic compound that forms colorless crystals. Particularly in older literature, compounds containing the functional group consisting of biphenyl less one ...
. Its palladium complexes exhibit high activity for
Suzuki coupling
The Suzuki reaction is an organic reaction, classified as a cross-coupling reaction, where the coupling partners are a boronic acid and an organohalide and the catalyst is a palladium(0) complex. It was first published in 1979 by Akira Suzuki, a ...
reactions involving aryl chlorides, which are unreactive with palladium complexes of most other phosphine
ligand
In coordination chemistry, a ligand is an ion or molecule (functional group) that binds to a central metal atom to form a coordination complex. The bonding with the metal generally involves formal donation of one or more of the ligand's electr ...
s. The ligand has convenient handling characteristics since it is air-stable.
[{{cite journal , author1=Altman, R.A. , author2=Buchwald, S.L. , title = Pd-Catalyzed Suzuki-Miyaura Reactions of Aryl Halides Using Bulky Biarylmonophosphine Ligands , year = 2007 , journal = ]Nature Protocols
''Nature Protocols'', published by the Nature Publishing Group, is an on-line scientific journal publishing methods in a recipe-style format. The journal was launched in June 2006 and the content includes both classical methods and cutting-edge te ...
, volume = 2 , issue = 12, pages = 3115–3121 , doi = 10.1038/nprot.2007.411 , pmid = 18079711
See also
*
XPhos
XPhos is a phosphine ligand derived from 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 h ...
*
CPhos
*
Suzuki reaction
References
Tertiary phosphines