Synthetic approach towards ‘click’ modified chalcone based organotriethoxysilanes; UV-Vis study

Abstract

The efficient linkage of a conjugate chalcone to n-propyltriethoxysilanes (nPTES) via a 1,2,3-triazole with good yields is reported. The synthesis involves a Claisen–Schmidt condensation reaction followed by a copper(I) catalyzed azide–alkyne cycloaddition (CuAAC) reaction. Two different approaches were followed for the synthesis of organotriethoxysilanes (OTES), however, only one pathway was found to be an efficient synthetic route. The performance of the click reaction under thermal reaction conditions has been optimized using [CuBr(PPh₃)₃] as catalyst. A photoelectronic spectroscopy study in the UV-Vis region showed significant absorption maxima in the range of 300–325 nm. Moreover, the solvatochromic aspects showing the effect of solvent polarity on the absorption maxima was investigated for the first time on functionalised OTES.