Synthesis and structural characterization of 1-(3-aminopropyl)silatrane and some new derivatives

The research goal was to synthesize and structurally characterize a silatrane intended to be subsequently incorporated into metal complex structures. 3-Aminopropyltrialkoxysilane was reacted with triethanolamine in 1:1 molar ratio, either in bulk, in the presence of metallic sodium, or in a solvent mixture. 1-(3-Aminopropyl)silatrane in carbamate form or having free amine groups was obtained. The latter was reacted with 2-hydroxybenzaldehyde, 2,4-dihydroxybenzaldehyde and CoCl2 or with CoCl2 only. The crystalline reaction products were characterized by elemental and spectral (FTIR and H-1 NMR) analyses and single crystal X-ray diffractometry, which revealed the formation of new, either sought (1-(3-aminopropyl)silatrane, 1-(3-salicyliminopropyl)silatrane) or unexpected (N-carboxylated 1-(3-aminopropyl)silatrane and 1-chlorocobaltrane) structures. (C) 2011 Elsevier Ltd. All rights reserved.