Abstract
Corroles and hexaphyrins are porphyrinoids with great potential for diverse applications. Like porphyrins, many of their applications are based on their unique capability to interact with light, i.e., based on their photophysical properties. Corroles have intense absorptions in the low-energy region of the uv-vis, while hexaphyrins have the capability to absorb light in the near-infrared (NIR) region, presenting photophysical features which are complementary to those of porphyrins. Despite the increasing interest in corroles and hexaphyrins in recent years, the full potential of both classes of compounds, regarding biological applications, has been hampered by their challenging synthesis. Herein, recent developments in the synthesis of corroles and hexaphyrins are reviewed, highlighting their potential application in photodynamic therapy.
Highlights
Corroles are tetrapyrrolic macrocycles containing 4 pyrrole units, 3 methine bridges and a direct pyrrole–pyrrole linkage (Figure 1)
One of the most explored routes to meso-substituted corroles relies on the synthesis of bilanes, obtained from the condensation of dipyrromethanes (DPs) with aldehydes, followed by oxidative macrocyclization. This strategy was applied to the synthesis of new corroles to be used in diverse applications
The results demonstrated that iodine-substituted phosphorus iodine-substituted phosphorus corrole complexes, such as 34, are good candidates to corrole act as complexes, such as are good candidates photosensitizers in 34, photodynamic therapy. to act as photosensitizers in photodynamic therapy
Summary
Corroles are tetrapyrrolic macrocycles containing 4 pyrrole units, 3 methine bridges and a direct pyrrole–pyrrole linkage (Figure 1). Molecules 2020, 25, absorption (TPA) [31], which make them a promising class of two-photon absorption chromophores, with potential for a wide range of applications including microscopy, microfabrication, threeas Hückel aromatic, Hückel antiaromatic, Möbiusup-converted aromatic, Möbius antiaromatic and stable radical dimensional data-storage, optical power limiting, lasing, localized release of bio-active states [29,30]. In recent decades,intense the synthesis corroles and had attracted system, respectively, uv-vis of absorption andmetallocorroles a small HOMO-LUMO gapconsiderable (Figure 1). Relevance of corroles’ applications has driven the development of interesting aromaticity while adopt a single-sided twisted ring conformation with approaches to construct macrocycles with new moieties, via classical and novel methodologies, Möbius aromaticity. Of dipyrromethanes (DPs) with aldehydes, followed by oxidative obtained from thetherapy condensation macrocyclization This strategy was applied to the synthesis of new corroles to be used in diverse.
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