Date published: 2026-1-20

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2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (CAS 564483-18-7)

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Alternate Names:
XPhos
Application:
2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl is a ligand for Buchwald-Hartwig Cross Coupling Reaction
CAS Number:
564483-18-7
Purity:
≥98%
Molecular Weight:
476.72
Molecular Formula:
C33H49P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl Is an innovative synthetic molecule tailored for laboratory experiments. This small but versatile compound has been engineered to engage with a diverse range of biomolecules. At its core, 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl is a small molecule meticulously crafted to engage with a diverse array of biomolecules. It has demonstrated an exceptional aptitude for binding to proteins, lipids, nucleic acids, as well as forging interactions with other small molecules like hormones and neurotransmitters. The binding interactions orchestrated by 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl are diverse, ranging from hydrophobic interactions and hydrogen bonds to the subtle forces of van der Waals.


2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (CAS 564483-18-7) References

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  2. Significantly improved method for the pd-catalyzed coupling of phenols with aryl halides: understanding ligand effects.  |  Burgos, CH., et al. 2006. Angew Chem Int Ed Engl. 45: 4321-6. PMID: 16733839
  3. Dicyclohexyl(2',4',6'-triisopropylbiphenyl-2-yl)phosphine-dichlorophenylborane.  |  Braunschweig, H., et al. 2009. Acta Crystallogr Sect E Struct Rep Online. 65: o2787. PMID: 21578380
  4. Mixed phosphine/N-heterocyclic carbene palladium complexes: synthesis, characterization and catalytic use in aqueous Suzuki-Miyaura reactions.  |  Schmid, TE., et al. 2013. Dalton Trans. 42: 7345-53. PMID: 23348096
  5. Mechanistic switch in dual gold catalysis of diynes: C(sp(3))-H activation through bifurcation--vinylidene versus carbene pathways.  |  Hansmann, MM., et al. 2013. Angew Chem Int Ed Engl. 52: 2593-8. PMID: 23362151
  6. Organocatalytic reactions of α-trifluoromethylated esters with terminal alkenes at room temperature.  |  Wang, Q., et al. 2013. J Org Chem. 78: 12525-31. PMID: 24251733
  7. Osmium(0)-Catalyzed C-C Coupling of Ethylene and α-Olefins with Diols, Ketols, or Hydroxy Esters via Transfer Hydrogenation.  |  Park, BY., et al. 2016. J Org Chem. 81: 8585-94. PMID: 27580269
  8. DFT Investigation of Suzuki-Miyaura Reactions with Aryl Sulfamates Using a Dialkylbiarylphosphine-Ligated Palladium Catalyst.  |  Melvin, PR., et al. 2017. Organometallics. 36: 3664-3675. PMID: 29805192
  9. Palladium-Catalyzed Direct α-C(sp3) Heteroarylation of Ketones under Microwave Irradiation.  |  Quillen, A., et al. 2019. J Org Chem. 84: 7652-7663. PMID: 31001979
  10. Environmentally Benign Strategy for Arylation of Nitronyl Nitroxide Using a Non-Transition Metal Nucleophile.  |  Suzuki, S., et al. 2020. Org Lett. 22: 1350-1354. PMID: 32011895
  11. Reductive C-C Coupling from Molecular Au(I) Hydrocarbyl Complexes: A Mechanistic Study.  |  Miranda-Pizarro, J., et al. 2021. J Am Chem Soc. 143: 2509-2522. PMID: 33544575
  12. Third Generation Buchwald Precatalysts with XPhos and RuPhos: Multigram Scale Synthesis, Solvent-Dependent Isomerization of XPhos Pd G3 and Quality Control by 1H- and 31P-NMR Spectroscopy.  |  Sotnik, SO., et al. 2021. Molecules. 26: PMID: 34207506
  13. Combined Experimental and Computational Mechanistic Investigation of the Palladium-Catalyzed Decarboxylative Cross-Coupling of Sodium Benzoates with Chloroarenes.  |  Humke, JN., et al. 2021. J Org Chem. 86: 11419-11433. PMID: 34339213

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl, 1 g

sc-251742
1 g
$63.00

2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl, 5 g

sc-251742A
5 g
$236.00