Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives

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 th...

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Main Authors: Manuela Stefanelli, Marco Savioli, Francesca Zurlo, Gabriele Magna, Sandra Belviso, Giulia Marsico, Stefano Superchi, Mariano Venanzi, Corrado Di Natale, Roberto Paolesse, Donato Monti
Format: Article
Language:English
Published: Frontiers Media S.A. 2020-10-01
Series:Frontiers in Chemistry
Subjects:
Online Access:https://www.frontiersin.org/article/10.3389/fchem.2020.587842/full
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author Manuela Stefanelli
Marco Savioli
Francesca Zurlo
Gabriele Magna
Sandra Belviso
Giulia Marsico
Stefano Superchi
Mariano Venanzi
Corrado Di Natale
Roberto Paolesse
Donato Monti
Donato Monti
author_facet Manuela Stefanelli
Marco Savioli
Francesca Zurlo
Gabriele Magna
Sandra Belviso
Giulia Marsico
Stefano Superchi
Mariano Venanzi
Corrado Di Natale
Roberto Paolesse
Donato Monti
Donato Monti
author_sort Manuela Stefanelli
collection DOAJ
description 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.
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spelling doaj.art-7c9f96a5c8bf424eb63502276084924b2022-12-22T00:35:34ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462020-10-01810.3389/fchem.2020.587842587842Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin DerivativesManuela Stefanelli0Marco Savioli1Francesca Zurlo2Gabriele Magna3Sandra Belviso4Giulia Marsico5Stefano Superchi6Mariano Venanzi7Corrado Di Natale8Roberto Paolesse9Donato Monti10Donato Monti11Department of Science and Chemical Technologies, University of Rome “Tor Vergata”, Rome, ItalyDepartment of Science and Chemical Technologies, University of Rome “Tor Vergata”, Rome, ItalyDepartment of Science and Chemical Technologies, University of Rome “Tor Vergata”, Rome, ItalyDepartment of Science and Chemical Technologies, University of Rome “Tor Vergata”, Rome, ItalyDepartment of Sciences, University of Basilicata, Potenza, ItalyDepartment of Sciences, University of Basilicata, Potenza, ItalyDepartment of Sciences, University of Basilicata, Potenza, ItalyDepartment of Science and Chemical Technologies, University of Rome “Tor Vergata”, Rome, ItalyDepartment of Electronic Engineering, University of Rome Tor Vergata, Rome, ItalyDepartment of Science and Chemical Technologies, University of Rome “Tor Vergata”, Rome, ItalyDepartment of Science and Chemical Technologies, University of Rome “Tor Vergata”, Rome, ItalyDepartment of Chemistry, University La Sapienza, Rome, ItalyThe 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.https://www.frontiersin.org/article/10.3389/fchem.2020.587842/fullporphyrinscircular dichroismsupramolecular chemistrysupramolecular chirogenesisself-assemblychirality
spellingShingle Manuela Stefanelli
Marco Savioli
Francesca Zurlo
Gabriele Magna
Sandra Belviso
Giulia Marsico
Stefano Superchi
Mariano Venanzi
Corrado Di Natale
Roberto Paolesse
Donato Monti
Donato Monti
Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
Frontiers in Chemistry
porphyrins
circular dichroism
supramolecular chemistry
supramolecular chirogenesis
self-assembly
chirality
title Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
title_full Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
title_fullStr Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
title_full_unstemmed Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
title_short Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
title_sort porphyrins through the looking glass spectroscopic and mechanistic insights in supramolecular chirogenesis of new self assembled porphyrin derivatives
topic porphyrins
circular dichroism
supramolecular chemistry
supramolecular chirogenesis
self-assembly
chirality
url https://www.frontiersin.org/article/10.3389/fchem.2020.587842/full
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