Abstract

Porphyrinoids are extremely attractive for their electronic, optical, and coordination properties as well as for their versatile substitution at meso/β-positions. All these features allow porphyrinoids to behave as chiroptical hosts for chiral recognition by means of non-covalent interactions towards chiral guests. Over the years, chiral discrimination of chiral molecules such as amino acids, alcohols, amines, hydroxy-carboxylic acids, etc. has aroused the interest of the scientific community. Hence, this review aims to report on the progress to date by illustrating some relevant research regarding the chiral recognition of a multitude of chiral organic guests through several chiral mono- and bis-porphyrins via different spectroscopic techniques.

Highlights

  • Molecules by Chiral Porphyrinoids: Two or more molecules, able to non-covalently interact and to display binding-site complementarity, may exhibit molecular recognition [1,2]

  • The chiral recognition is a specific process in which a host molecule selectively binds, through supramolecular forces to a precise enantiomer of the guest molecule compared with mirror stereoisomer [3,4,5,6,7,8,9,10,11]

  • Several studies have reported the opportunity to discriminate numerous guests by using both symmetric and asymmetric porphyrin derivatives [10,41,42,43,44,45,46], this review exclusively focuses on chiral porphyrinoids as probes for recognition and sensing of chiral organic molecules, with particular regard to amino acids, their ester-derivative

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Summary

Introduction

Molecules by Chiral Porphyrinoids: Two or more molecules, able to non-covalently interact and to display binding-site complementarity, may exhibit molecular recognition [1,2]. The chiral recognition is a specific process in which a host molecule selectively binds, through supramolecular forces (e.g., hydrogen bonding, metal coordination, hydrophobic effects, van der Waals forces, π–π and/or electrostatic interactions) to a precise enantiomer of the guest molecule compared with mirror stereoisomer [3,4,5,6,7,8,9,10,11] This latter phenomenon represents a key process in a wide range of chemical systems and biological occurrences in the natural world [12,13,14,15,16,17]. Chiral discrimination of other chiral organic guests has been taken into account

Monomeric Porphynoids
Bis-Porphyrin Systems and Porphyrin-Tweezers
Findings
Conclusions
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