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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-[3-(4-sulfonylphenyl)propyl]-2-sulfonylfluoren-9-yl}phosphonium hydrogensulfate
Other names
CataCXium F sulf
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.221.684 Edit this at Wikidata
  • 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
  • c1ccc2c(c1)-c3ccc(cc3C2(CCCc4ccc(cc4)S(=O)(=O)O)[PH ](C5CCCCC5)C6CCCCC6)S(=O)(=O)O.OS(=O)(=O)[O-]
Properties
C34H43O10PS3
Molar mass 738.87 g/mol
Appearance pale yellow solid
Solubility soluble in water
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
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 [77 °F], 100 kPa).
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CataCXium F sulf is a water-soluble organophosphorus compound derived from fluorene. The palladium complexes of the respective phosphine[clarification needed] show an excellent activity in various palladium-catalyzed coupling reactions, including Suzuki reactions, Sonogashira couplings and Buchwald–Hartwig reactions.

References

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  • 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
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