Citation: Ali Atif, Cheng Fan, Wen Wei-Hong, Ying Xiao, Kandhadi Jaipal, Wang Hui, Liu Hai-Yang, Chang Chi-Kwong. Case synthesis of a β-chloro bulky bis-pocket corrole: Crystallographic characterization and photophysical properties[J]. Chinese Chemical Letters, ;2018, 29(12): 1888-1892. doi: 10.1016/j.cclet.2018.03.006 shu

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

Ali Atif ^a ,
Cheng Fan ^a ,
Wen Wei-Hong ^a ,
Ying Xiao ^b ,
Kandhadi Jaipal ^c ,
Wang Hui ^c,*, ,
Liu Hai-Yang ^a,*, ,
Chang Chi-Kwong ^d,*,

a.
Department of Chemistry, Key Laboratory of Functional Molecular Engineering of Guangdong Province, South China University of Technology, Guangzhou 510641, China
b.
Department of Applied Physics, South China University of Technology, Guangzhou 510641, China
c.
State Key Laboratory of Optoelectronics Materials and Technologies, Sun Yat-sen University, Guangzhou 510275, China
d.
Department of Chemistry, Michigan State University, E. Lansing, MI 48824, United States

stswh@mail.sysu.edu.cn

chhyliu@scut.edu.cn

changc@msu.edu

Received Date: 2 October 2017
Revised Date: 9 January 2018
Accepted Date: 16 January 2018
Available Online: 8 December 2018

Figures(9)

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.
- Corrole,
- β-Chlorination,
- Synthesis,
- Photophysical properties,
- Singlet oxygen
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