SPhos
Names | |
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Preferred IUPAC name Dicyclohexyl(2′,6′-dimethoxy[1,1′-biphenyl]-2-yl)phosphane | |
Other names SPhos | |
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ChemSpider |
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ECHA InfoCard | 100.122.873 |
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InChI
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Properties | |
Chemical formula | C26H35O2P |
Molar mass | 410.53 g/mol |
Appearance | colorless solid |
Melting point | 164 to 166 °C (327 to 331 °F; 437 to 439 K) |
Solubility | soluble in organic solvents |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references |
Chemical compound
SPhos is a phosphine ligand 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
- XPhos
- CPhos
- Suzuki reaction
References
- ^ 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.
- ^ 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. S2CID 11069335.