SPhos

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SPhos
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Names
Preferred IUPAC name
Dicyclohexyl(2′,6′-dimethoxy[1,1′-biphenyl]-2-yl)phosphane
Other names
SPhos
Identifiers
3D model (JSmol)
ChemSpider
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UNII
  • {{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
  • InChI=1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3 N
    Key: VNFWTIYUKDMAOP-UHFFFAOYSA-N N
  • InChI=1/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3
    Key: VNFWTIYUKDMAOP-UHFFFAOYAH
  • COc1cccc(c1c2ccccc2P(C3CCCCC3)C4CCCCC4)OC
Properties
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).

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

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References

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