AUTHOR=Stefanelli Manuela , Savioli Marco , Zurlo Francesca , Magna Gabriele , Belviso Sandra , Marsico Giulia , Superchi Stefano , Venanzi Mariano , Di Natale Corrado , Paolesse Roberto , Monti Donato TITLE=Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives JOURNAL=Frontiers in Chemistry VOLUME=8 YEAR=2020 URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2020.587842 DOI=10.3389/fchem.2020.587842 ISSN=2296-2646 ABSTRACT=

The solvent driven aggregation of porphyrin derivatives, covalently linked to a L- or D-prolinate enantiomer, results in the stereospecific formation of species featuring remarkable supramolecular chirality, as a consequence of reading and amplification of the stereochemical information stored in the proline-appended group. Spectroscopic, kinetic, and topographic SEM studies gave important information on the aggregation processes, and on the structures of the final chiral architectures. The results obtained may be the seeds for the construction of stereoselective sensors aiming at the detection, for example, of novel emergent pollutants from agrochemical, food, and pharmaceutical industry.