Synthesis, evaluation of luminescent properties, and applications of organochalcogen-functionalized fluorophores.
The present work aims to accomplish the synthesis, evaluation of luminescent properties and applications of fluorophores functionalized with organochalcogenides. The luminescence modulation of molecular systems functionalized with organochalcogenides according to the oxidation state of Selenium or Tellurium has been reported previously. In general, organochalcogenides have emission suppressed while organochalcogenuranes are emissive. This property has been explored in biological systems for the detection of intracellular oxidants, which places these compounds as theranostic agents. The goal is to study the properties in novel systems derived from benzaldehydes functionalized with the phenylselenenyl and phenyltellurenyl groups.
The organochalcogenides are derived from Selenium and Tellurium with functional groups suitable for the functionalization of the chosen fluorophores, namely 7-amino-4-methylcoumarin, 1-aminomethylpyrene, and fluorescein isothiocyanate. Functionalizations are undertaken using reductive amination reactions with benzaldehyde derivatives for the first two fluorophores and condensation using benzylamines for the last one. During the qualification examination, we will present the efforts aimed at the preparation of the systems initially proposed, the characterization of the synthetic intermediates and the preliminary photophysical characterization of some derivatives.