Derivatization of 3-aminopropylsilatrane to introduce azomethine linkage in the axial chain: Synthesis, characterization and structural studies

Some new silatranes containing an azomethine group as coordinating system in the axial chain are reported. This system is introduced into the chain by the treatment of 3-aminopropylsilatrane with different carbonyl compounds like acetylacetone (1), 2-acetylphenol (2), paeonol (3) and salicylaldehyde (4) in the presence of anhydrous sodium sulphate. All the compounds were characterized by elemental analysis, spectroscopic techniques and X-ray diffraction analysis. The thermal stability of all silatranes was studied by TGA/DTG/DSC techniques, which is in agreement with the Mass spectrometry and X-ray diffraction studies.

New silatranes with azomethine functional group in axial chain were derived from widely used 3-aminopropylsilatrane and corresponding carbonyl compounds. These silatranes contain N and O donors, which are capable of coordinating metal ions.Figure optionsDownload as PowerPoint slideHighlights
► Derivatization of 3-aminopropylsilatrane to form silatranes with azomethine functional group in axial chain.
► Flattening of SiO3 moiety is observed due to pentacoordination of silicon in silatranes.
► Loss of bridging –CH2CH2O– fragments as ethanol is observed in Mass spectrum and TGA.
► Silatranes are capable of coordinating metal ions through N and O.
► The work can be explored in the development of silica surfaces with Schiff base moieties.