Synthesis of Quinoline-Pyrene Derivatives and Theoretical Investigation of Their Fluorescence and Electronic Properties

Synthesis of novel fluorescent quinoline-pyrene conjugates is described. The key intermediates 2-substituted 8-propynyloxy quinoline and azidomethyl pyrene were connected with triazole bridge by 1,3-dipolar alkyne-azide cycloaddition reaction. Density functional theory methodology with B3LYP/6-311++G(d,p) basis set was applied computationally to gather information about the structural and electronic properties of the quinoline-pyrene compounds. In addition, the metal coordination properties of the triazole bridged molecules were investigated through interactions with several cations. The effect of metal coordination on the stability of the complexes have also been discussed through computations on chelatoaromaticity.