Synthesis of a library of pyrroles and borodipyrromethenes

Abstract

Fluorescent compounds have been used for a long time in several fields of science, such as in analytical chemistry, spectrometry, physical chemistry, microscopy, and biotechnology, and those compounds are widely used as molecular and cellular dyes. Although these compounds are known since the 1960s, only in the past 20 years the BODIPY-type chemosensors have been studied and applied and because of their photochemical and photophysical properties, it remains one of the most useful tools for a vast number of research groups. After exploring the extensive literature about it and the possibility of its usage in multiple fields of science, this project intends to synthesize pyrrolic intermediates with several substituents that will be used as precursors of diversified-structured BODIPYs. The synthesis of the BODIPYs will be performed through the coupling of two identical pyrrolic units, which are obtained by synthesis or commercially, and catalyzed by TFA (in asymmetric synthesis) or through the coupling of distinct pyrrolic units using POCl3 (asymmetric synthesis).(AU)