Issue 29, 2020

Photophysical and electrochemical properties of two trans-A2B-corroles: differences between phenyl or pyrenyl groups at the meso-10 position

Abstract

The present study reports on the optical and photophysical properties of trans-A2B-corroles possessing pyrenyl units attached at the meso-10-position and compares them with those of model trans-A2B-corroles having phenyl substituents at that position. In contrast to the model meso-substituted corrole, the new pyrenyl-corrole shows slightly red-shifted absorption bands and blue-shifted emission, slightly higher fluorescence quantum yield, and more importantly, it shows better photo-stability under white-light illumination. Theoretical calculations were used to determine the electronic transitions and geometries of the singlet and triplet excited states (TD-DFT and NTO). Moreover, we demonstrate that the pyrenyl-corrole in analogy to previously studied model corroles is able to generate reactive oxygen species (ROS) under visible light using photo-degradation of 1,3-diphenylisobenzofuran (DBPF), a singlet oxygen quencher, and EPR spectroscopy allied with the spin-trapping method is used for identifying singlet oxygen species. The results show that the pyrenyl unit attached at the meso-10-position of the corrole increases the photo-stability and efficiency in ROS generation compared to the phenyl substituent.

Graphical abstract: Photophysical and electrochemical properties of two trans-A2B-corroles: differences between phenyl or pyrenyl groups at the meso-10 position

Supplementary files

Article information

Article type
Paper
Submitted
02 May 2020
Accepted
01 Jul 2020
First published
01 Jul 2020

Phys. Chem. Chem. Phys., 2020,22, 16965-16977

Photophysical and electrochemical properties of two trans-A2B-corroles: differences between phenyl or pyrenyl groups at the meso-10 position

T. V. Acunha, H. F. V. Victória, K. Krambrock, A. C. Marques, L. A. S. Costa and B. A. Iglesias, Phys. Chem. Chem. Phys., 2020, 22, 16965 DOI: 10.1039/D0CP02364G

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