Citation: GUO Hongchen, QIN Yusheng, WANG Xianhong. Acetic Acid/Oxygen Route for Efficient Synthesis of Substituted Porphyrin[J]. Chinese Journal of Applied Chemistry, ;2020, 37(3): 264-270. doi: 10.11944/j.issn.1000-0518.2020.03.190271 shu

Acetic Acid/Oxygen Route for Efficient Synthesis of Substituted Porphyrin

a.
Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
b.
University of Chinese Academy of Sciences, Beijing 100049, China

Corresponding author: WANG Xianhong, xhwang@ciac.ac.cn
Received Date: 14 October 2019
Revised Date: 29 November 2019
Accepted Date: 18 December 2019

Fund Project: Supported by the Key Research Program of the Chinese Academy of Sciences(No.ZDRW-CN-2018-2)the Key Research Program of the Chinese Academy of Sciences ZDRW-CN-2018-2

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Recently, efficient synthesis of porphyrin has become increasingly interesting in demand of many discoveries in metalloporphyrin complexes, especially for their excellent catalytic performances. Porphyrin is a conjugated macrocyclic compound composed of four pyrrole rings connected by methenylene. The state-of-the-art porphyrin synthesis includes propionic acid method and acetic acid/nitrobenzene method, but both suffer from low yield, high cost and heavy environmental pollution. In this work, an acetic acid/oxygen route for substituted porphyrin synthesis was developed, where the reaction temperature was kept at 120℃, while O₂ was fed only in the first 30 min under reactant concentration of 0.24 mol/L, leading to tetra(4-bromophenyl) porphyrin in the yield of 53.8%. It should be noted that the acetic acid/oxygen route allows the concurrence of macrocyclic framework formation and oxidation, which provides a viable strategy for efficient porphyrin synthesis in convenient and less environment loading way.
- porphyrin,
- substituted porphyrin,
- acetic acid,
- oxygen
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沈阳化工大学材料科学与工程学院沈阳 110142