Silylation of potassium pentamethylcyclopentadienide; Trimethyl(1,2,3,4,5-pentamethylcyclopenta-2,4-dienyl)silane
SyntheticPage 653
DOI:
10.1039/SP653
Submitted Jul 24, 2013, published Jul 25, 2013
Chemicals Used
KCp* (Prepared in house)
THF (Distilled over potassium)
Trimethylsilyl chloride (Aldrich)
Procedure
KCp* (1.0 g, 5.7 mmol) was suspended in THF (30 mL) and cooled to 0 °C. Trimethylsilyl chloride (0.74 mL, 7.6 mmol) was added drop wise and the resulting mixture was stirred overnight at room temperature. The resulting suspension was filtered through celite and the solvent was removed in vacuo to give the product as a yellow oil (Yield 0.79 g, 71 %).
Author's Comments
Caution! KCp* is very sensitive to air/moisture, take care handle in glovebox.
Celite is baked in oven for 24 h prior to use and filtration done through a Schlenk frit.
Data
1H NMR (400 MHz, C6D6): δ 1.81 (12H, s, Ar-Me); 1.18 (3H, s br, Ar-Me); -0.09 (9H, s, Si-Me)
Lead Reference
Z. J. Tonzetich and R. Eisenberg, Inorg. Chim. Acta, 2003, 345, 340-344.
http://dx.doi.org/10.1016/S0020-1693(02)01276-8
Supplementary Information
1H NMR (1H NMR.jcamp)
This page has been viewed approximately 3262 times since records began.
Get structure file (.cdx, .sk2, .mol)
Keywords: addition, aromatics/arenes, KCp*, Silylation