25706-33-6

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POTASSIUM TRIETHYLSILANOLATE, 95%

Product Code: SIP6899.0

Cas No: 25706-33-6

R&D quantities:

50 g
$330.00
10 g
$83.00
Silane Cross-Coupling Agent

The cross-coupling reaction is a highly useful methodology for the formation of carbon-carbon bonds. It involves two reagents, with one typically being a suitable organometallic reagent - the nucleophile - and the other a suitable organic substrate, normally an unsaturated halide, tosylate or similar - the electrophile.

Potassium triethylsilanolate; Potassium triethylsiloxide; Triethylsilanol, potassium salt
  • Soluble: methylene chloride, THF
  • Catalyst for the cross-coupling of aryl and vinylsilanes
  • Greater solubility and reactivity than KOSiMe3
  • Used as a nucleophiles in the enantioselective formation of allyl alcohols from allyl carbonates
  • Employed in an inexpensive vinylation of aryl bromides
  • Extensive review of silicon based cross-coupling agents: Denmark, S. E. et al. "Organic Reactions, Volume 75" Denmark, S. E. ed., John Wiley and Sons, 233, 2011
  • Molecular Weight: 170.37

    HMIS Key: 3-2-1-X

    Hydrolytic Sensitivity: 7: reacts slowly with moisture/water

    Formula: C6H15KOSi

    Purity: 95%

    Application: Used as a nucleophiles in the enantioselective formation of allyl alcohols from allyl carbonates.1
    Employed in an inexpensive vinylation of aryl bromides.2
    Catalyst for the cross-coupling of aryl and vinylsilanes.3

    Reference: 1. Lyothier, I. et al. Angew. Chem., Int. Ed. Engl. 2006, 45, 6204.
    2. Denmark, S. E.; Butler, C.R. J. Am. Chem. Soc. 2008, 130, 3690.
    3. Jeffery, T. Tetrahedron Lett. 1999, 40, 1673.

    Additional Properties: Soluble: methylene chloride, THF
    Reagent for cross-coupling reactions - greater solubility, reactivity than KOSiMe3