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Current Organic Chemistry

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Review Article

Supramolecular Chirality in Porphyrin Self-Assembly Systems in Aqueous Solution

Author(s): Gabriele Travagliante, Massimiliano Gaeta*, Roberto Purrello and Alessandro D’Urso*

Volume 26, Issue 6, 2022

Published on: 31 May, 2022

Page: [563 - 579] Pages: 17

DOI: 10.2174/1385272826666220330112648

Price: $65

Abstract

The self-assembly process appears as a powerful and attractive strategy for constructing complex supramolecules by the spontaneous organization of appropriate building blocks. In this scenario, water-soluble porphyrinoids lend themselves as ideal paradigms to disclose the self-assembly phenomenon by exploiting their well-known tendency to build aggregates in aqueous media via weak non-covalent forces. Nevertheless, the spontaneous organization of achiral porphyrins can result in a final chiral superstructure moving away from single- molecule behaviour to supramolecular chirality. Therefore, over the years numerous attempts have been implemented to investigate how a porphyrin aggregate, made up of achiral monomers, becomes not-symmetric and which processes govern the bias for a certain enantiomeric assembly rather than another. Thus, in this mini-review, we exclusively discuss the main strategies for designing and building chiral aggregates in water from achiral porphyrin monomers, with particular regard to their chiroptical features.

Keywords: Porphyrins, self-assembly, supramolecular chirality, chiral induction, circular dichroism, UV/Vis spectroscopy.

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