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.

Supramolecular Chirality in Porphyrin Self-Assembly Systems in Aqueous Solution

Travagliante G.
Primo
;
Gaeta M.
Secondo
;
Purrello R.
Penultimo
;
D'urso A.
Ultimo
2022-01-01

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.
2022
chiral induction
circular dichroism
Porphyrins
self-assembly
supramolecular chirality
UV/Vis spectroscopy
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11769/550886
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