Case synthesis of a β-chloro bulky bis-pocket corrole: Crystallographic characterization and photophysical properties

A new 2-chloro-5,10,15-tris(2,4,6-triphenylphenyl)-corrole was accidentally synthesized in an acceptable yield of 5.7% during the synthesis of its parent corrole, in which DDQ served as oxidant and chlorinating agent. The compound was well characterized by X-ray diffraction analysis, H-1 NMR, mass spectroscopy and absorption spectroscopy. Photophysical properties tests revealed that the chlorination caused a sharp decrease in fluorescence intensity, fluorescence life time, and fluorescence quantum yield. Electrochemical investigation demonstrated the positive shift of redox potentials for chlorinated corrole as compared to non-chlorinated corrole. (C) 2018 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.