1196871-89-2Relevant academic research and scientific papers
Combination of 1,2-hydroboration and 1,1-organoboration: A convenient route to 5-silaspiro[4,4]nona-1,6-diene derivatives
Khan, Ezzat,Wrackmeyer, Bernd,Kempe, Rhett
experimental part, p. 5367 - 5372 (2009/06/05)
Dialkyn-1-yl(divinyl)silanes were prepared and their reactions with 9-borabicyclo[3.3.1]nonane (9-BBN) were studied. 1,2-Hydroboration takes place selectively at the vinyl group, followed by intramolecular 1,1-organoboration to form a 1-silacyclopent-2-ene ring. Repetition of this sequence affords, in essentially quantitative yield, 5-silaspiro[4,4]nona-1,6-diene derivatives bearing substituents in the 1,6-positions and 9-borabicyclo[3.3.1]nonyl groups in the 2,7-positions. Protodeborylation with an excess amount of acetic acid gives the respective spirosilanes bearing substituents only in the 1,6-positions. All new compounds were characterized by NMR spectroscopy in solution (1H, 11B, 13C, 29Si NMR) and for two examples of the spirosilanes by X-ray structural analysis in the solid state. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
