Synthesis of new generation calix[4]arene derivatives as fluorescence chemosensor and its theoretical calculation

Abstract

Calixarenes are among the commonly preferred molecules of the supramolecular chemistry since they are easily synthesizable and functionalizable.In this study, new types of calix[4]aren derivatives containing benzylisoquinoline groups were synthesized and the structures of the obtaining compounds were characterized by spectroscopic techniques such as 1H-NMR, 13C-NMR. Synthesized calix[4]aren derivatives towards some metal cations (Ag+, Al+3, Ba+, Ca+2, Co+2, Cs+2, Fe+3, Hg+2, Li+, Pb+2, Mg+2, Mn+2, Na+, Cu+2, Ba+2, Ni+2, Zn+2, Sr+2 showed fluorescence behaviors ve these behaviors were investigated utilizing UV-vis spectrophotometer and fluorescence spectroscopic techniques.It was found out according to the obtained results that it got complexed in 1:1 ratio as stoichiometric as a result of its activation with aqueous solutions of Cu+2 and Fe+2 ions and responded as an off-on sensor. In this regard, a highly selective and sensitive sensor was developed. Theoretical studies were also conducted in addition to the achieved experimental results. The bonding of metal ions was also calculated theoretically by using Gaussian 09 and GaussView 5.0.8.