Abstract:
A concise and useful synthesis of novel 1,2,3-triazole based silatrane (TBS)-scaffolds (2a–e) in good yield
from 1,2,3-triazole based triethoxysilane (TBTES)-linkers (1a–e) is described. Click silylation of terminal
alkynes with g-azidopropyltriethoxysilane (AzPTES) was used for the synthesis of TBTES-linkers (1a–e).
The synthesized TBS-scaffolds (2a–e) were comprehensively characterized by 1
H and 13C NMR, mass
spectrometry and single X-ray crystallographic studies. The broad scope of these TBS-scaffolds towards
biogenic amines is explored by the use of a CH3CN : H2O (98 : 2; v/v) solvent system. The receptor 2c
and 2d shows high affinity towards spermine and histamine, respectively. To the best of our knowledge,
the present investigation represents the first report on the use of organosilicon-based chemosensors for
the recognition of biogenic amines.
