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CataCXium F sulf

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CataCXium F sulf
Ball-and-stick model of the ions in CataCXium F
Names
IUPAC name (±)-Dicyclohexyl-{9--2-sulfonylfluoren-9-yl}phosphonium hydrogensulfate
Other names CataCXium F sulf
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.221.684 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C34H41O6PS2.H2O4S/c35-42(36,37)28-19-17-25(18-20-28)10-9-23-34(41(26-11-3-1-4-12-26)27-13-5-2-6-14-27)32-16-8-7-15-30(32)31-22-21-29(24-33(31)34)43(38,39)40;1-5(2,3)4/h7-8,15-22,24,26-27H,1-6,9-14,23H2,(H,35,36,37)(H,38,39,40);(H2,1,2,3,4)Key: HNJNDGZFLWQSEG-UHFFFAOYSA-N
SMILES
  • c1ccc2c(c1)-c3ccc(cc3C2(CCCc4ccc(cc4)S(=O)(=O)O)(C5CCCCC5)C6CCCCC6)S(=O)(=O)O.OS(=O)(=O)
Properties
Chemical formula C34H43O10PS3
Molar mass 738.87 g/mol
Appearance pale yellow solid
Solubility soluble in water
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H315, H319, H335
Precautionary statements P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

CataCXium F sulf is a water-soluble organophosphorus compound derived from fluorene. The palladium complexes of the respective phosphine show an excellent activity in various palladium-catalyzed coupling reactions, including Suzuki reactions, Sonogashira couplings and Buchwald–Hartwig reactions.

References

  • C.A. Fleckenstein; H. Plenio, Highly efficient Suzuki-Miyaura coupling of heterocyclic substrates through rational reaction design. Chemistry-A European Journal 2008, 14(14), 4267–4279.
  • C.A. Fleckenstein; H. Plenio, Aqueous/organic cross coupling: Sustainable protocol for Sonogashira reactions of heterocycles. Green Chemistry 2008, 10, 563–570. doi:10.1039/B800154E
  • C.A. Fleckenstein; H. Plenio, Efficient Suzuki-Miyaura Coupling of (Hetero)aryl Chlorides with Thiophene- and Furanboronic Acids in Aqueous n-Butanol. Journal of Organic Chemistry 2008, 73, 3236–3244.
  • C.A Fleckenstein; R. Kadyrov; H. Plenio, Efficient Large-Scale Synthesis of 9-Alkylfluorenyl Phosphines for Pd-Catalyzed Cross-Coupling Reactions. Organic Process Research & Development 2008, 12, 475–479.
  • C.A. Fleckenstein; H. Plenio, Aqueous cross-coupling. Highly efficient Suzuki–Miyaura coupling of N-heteroaryl halides and N-heteroarylboronic acids. Green Chemistry 2007, 9, 1287–1291. doi:10.1039/B711965H

External links

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