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Product Code: GEV9200

Cas No: 6207-41-6

R&D quantities:

2.5 g

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Organogermane 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.

Vinyltriethylgermane; Triethylvinylgermane; Ethenyltriethylgermane; Triethyl(ethenyl)germane
  • Vinylation reagent
  • Oligomerizes with butadiene in presence of NiCl2-Et2AlCl-Ph3P
  • Undergoes Diels-Alder reactions
  • Reacts with Fischer carbene complexes to form germyl enol ethers
  • 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
  • Boiling Point: 152°

    Molecular Weight: 186.82

    Specific Gravity: 1.005

    Flashpoint: 32°C (90°F)

    HMIS Key: 2-4-0-X

    Formula: C8H18Ge

    Purity: 95%

    Refractive Index: 1.4501

    Application: Oligomerizes with butadiene in presence of NiCl2-Et2AlCl-Ph3P.1
    Undergoes Diels-Alder reactions.2
    Reacts with Fischer carbene complexes to form germyl enol ethers.3

    Reference: 1. Rafikov, S. Izv. Akad. Nauk. Ser. Khim. 1982, 920.
    2. Salimgareeva, I. et al. Dokl. Nauk. 1981, 261, 118.
    3. Barluenga, J. et al. Organometallics 1997, 16, 4525.