SPhos
Names
Preferred IUPAC name
Dicyclohexyl(2′,6′-dimethoxy[1,1′-biphenyl]-2-yl)phosphane
Other names
SPhos
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.122.873 Edit this at Wikidata
UNII
  • 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 mass410.53 g/mol
Appearancecolorless solid
Melting point164 to 166 °C (327 to 331 °F; 437 to 439 K)
Solubilitysoluble in organic solvents
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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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  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. S2CID 11069335.

📚 Artikel Terkait di Wikipedia

Dialkylbiaryl phosphine ligands

reaction conditions. SPhos has also been used in the Pd-catalyzed borylation of aryl and heteroaryl chlorides. 3-Sulfonate variants of SPhos have been used

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Nazrul on Electric Guitar (1991) SPHOS 23129 Tumi Rabe Nirobe – Tunes of Tagore songs on Electric Guitar (1981) SPHOS 842697 Surer akashe tumi je go suktara

Bengali alphabet

the following consonants, e.g., ষ্ক ṣkô, ষ্ট ṣṭô, ষ্ঠ ṣṭhô, ষ্প ṣpô, ষ্ফ ṣphô, ষ্ম ṣmô. As the first member of a conjunct, স sô is compressed and simplified

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Preservation of Historic Oakwood (SPHO)". Historic Oakwood - Society for the Preservation of Historic Oakwood (SPHO). Retrieved November 6, 2022. "Fall

XPhos

of the molecule's structure. Another view of the molecule's structure. SPhos CPhos Dialkylbiaryl phosphine ligands Buchwald-Hartwig reaction Huang, X

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Suzuki reaction

palladium nanomaterial-based catalyst. With a novel organophosphine ligand (SPhos), a catalyst loading of down to 0.001 mol% has been reported. These advances