Changes in porphyrin’s conjugation based on synthetic and post-synthetic modifications

Abstract

Abstract Porphyrins or more broadly defined porphyrinoids are the structures where the extended π-cloud can be significantly modified by several factors. The broad range of introduced structural motifs has shown a possibility of modification of conjugation by a controlled synthetic approach, leading to expected optical or magnetic behaviour, and also by post-synthetic modifications (i.e. redox or protonation/deprotonation), Both approaches lead to noticeab changes in observed properties but also open a potential for further utilization. Thus, this already constituted big family of macrocyclic structures with specific highly extended π-delocalization shows a significant contribution in several fields from fundamental studies, leading to understanding behaviour of skeletons like that with a substantial influence on biological studies and material science. The presented material focuses on the most significant examples of modifications of porphyrinoids skeleton leading to drastic changes in optical response and magnetic properties. Through the presentation, the focus will be placed on the changes leading to the most red-shifted transition as the parameter indicating extending the π-delocalization. Significantly different magnetic character will be also discussed based on the switching between aromatic/antiaromatic character assigned to macrocyclic structures that will be included.