Reaction of 3-chloropropyltriethoxysilane (1) with sodium azide (2) in the presence of phase transfer catalyst, tert-butylammonium bromide provided 3-azidopropyltriethoxysilane (3). This undergoes transesterification reaction with triethanolamine in the presence of KOH to form a new silatrane 3-azidopropylsilatrane (4). Multinuclear NMR (1H, 13C and 29Si), IR and elemental analyses support the structure of novel silatrane 4. 29Si NMR indicates the presence of penta-coordinated silicon atom, which is supported by X-ray studies. It revealed that Si is present in distorted trigonal bipyramidal environment with three O atoms in equatorial positions and N atom at one of the apical positions. The second axial position is occupied by long alkyl chain bearing azide moiety. The interaction of Si with N forms a transannular bond having 2.176 Å bond length.

Synthesis, characterization and structural aspects of 3- azidopropylsilatrane

FERRETTI, Valeria
2010

Abstract

Reaction of 3-chloropropyltriethoxysilane (1) with sodium azide (2) in the presence of phase transfer catalyst, tert-butylammonium bromide provided 3-azidopropyltriethoxysilane (3). This undergoes transesterification reaction with triethanolamine in the presence of KOH to form a new silatrane 3-azidopropylsilatrane (4). Multinuclear NMR (1H, 13C and 29Si), IR and elemental analyses support the structure of novel silatrane 4. 29Si NMR indicates the presence of penta-coordinated silicon atom, which is supported by X-ray studies. It revealed that Si is present in distorted trigonal bipyramidal environment with three O atoms in equatorial positions and N atom at one of the apical positions. The second axial position is occupied by long alkyl chain bearing azide moiety. The interaction of Si with N forms a transannular bond having 2.176 Å bond length.
2010
Singh, R.; Puri, J. K.; Sharma, R. P.; Kumar, M. A.; Ferretti, Valeria
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/1405065
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