14246-16-3Relevant articles and documents
Strong influence of intramolecular Si?O proximity on reactivity: Systematic molecular structure, solvolysis, and mechanistic study of cyclic N-trimethylsilyl carboxamide derivatives
Szalay, Roland,Harmat, Veronika,E?ri, János,Pongor, Gábor
, p. 2186 - 2192 (2017/05/16)
A comparative alcoholysis study of N-silylated derivatives of simple heterocyclic carboxamides (lactams, imides, ureas) is presented. The second-order rate constant values span a range as wide as three orders of magnitude. On the basis of DFT calculations, a good correlation between reactivity and the Si?O distance was found within each family of compounds. The viability of two different reaction pathways was evaluated using a detailed computational mechanistic study of the methanolysis of cyclic urea homologues. Peculiarities in the single-crystal X-ray diffraction structures of the trimethylsilyl and trimethylsiloxy phthalimides are also discussed.
Highly efficient and chemoselective trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by reusable electron-deficient [TiIV(salophen)(OTf)2]
Yadegari, Maryam,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj
experimental part, p. 332 - 338 (2012/03/12)
In the present work, highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by high-valent [Ti IV(salophen)(OTf)2] is reported. Under these conditions, primary, secondary and tertiary alcohols as well as phenols were silylated in short reaction times and high yields. It is noteworthy that this method can be used for chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several times without loss of its catalytic activity.
SILICA SUPPORTED TETRABUTYLAMMONIUM FLUORIDE AS A CATALYST FOR THE SILYLATION OF CARBONYL ABD HYDROXY COMPOUNDS WITH ETHYLTRIMETHYLSILYLACETATE
Gambacorta, Augusto,Turchetta, Stefano,Botta, Maurizio
, p. 2441 - 2448 (2007/10/02)
the use of silica supported tetrabutylammonium fluoride (TBAF-SiO2) as a non hygroscopic catalyst for silylating ketones and aldehydes with ethyltrimethylsilylacetate (ETSA) gives predominantly kinetic and Z silylenolethers at room temperature.TBAF-SiO2/ETSA is also useful in the silylation of alcohols.