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Case synthesis of a β-chloro bulky bis-pocket corrole: Crystallographic characterization and photophysical properties
Authors:Atif Ali  Fan Cheng  Wei-Hong Wen  Xiao Ying  Jaipal Kandhadi  Hui Wang  Hai-Yang Liu  Chi-Kwong Chang
Institution:Department of Chemistry, Key Laboratory of Functional Molecular Engineering of Guangdong Province, South China University of Technology, Guangzhou 510641, China; Department of Applied Physics, South China University of Technology, Guangzhou 510641, China; State Key Laboratory of Optoelectronics Materials and Technologies, Sun Yat-sen University, Guangzhou 510275, China; Department of Chemistry, Michigan State University, E. Lansing, MI 48824, United States
Abstract: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, 1H 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.
Keywords:Corrole  Synthesis  Photophysical properties  Singlet oxygen
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