Polyfunctional Conjugated Microporous Polymers for Applications in Direct C-H Arylation of Unactivated Arenes and Aqueous Adsorption of Aromatic Amines

doi:10.1007/s40242-020-0208-x

Chemical Research in Chinese Universities ›› 2020, Vol. 36 ›› Issue (6): 1302-1309.doi: 10.1007/s40242-020-0208-x

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Polyfunctional Conjugated Microporous Polymers for Applications in Direct C-H Arylation of Unactivated Arenes and Aqueous Adsorption of Aromatic Amines

LUO Kexin¹, SU Qing¹, JU Pengyao¹, LI Xiaodong¹, LIU Ziqian¹, SUN Xiaoman¹, LI Guanghua², WU Qiaolin¹

1. College of Chemistry, Jilin University, Changchun 130012, P. R. China;
2. State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, Jilin University, Changchun 130012, P. R. China

Received:2020-06-25 Revised:2020-07-25 Online:2020-12-01 Published:2020-07-29
Contact: SU Qing, WU Qiaolin E-mail:suqing@jlu.edu.cn;wuql@jlu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(No.51703076).

Abstract

Abstract: Salen-porphyrin-based conjugated microporous polymers(CMPs) have been demonstrated to be an attractive material platform for predesigned structures and promising applications. Herein, a new salen-porphyrin-based conjugated microporous polymer(SP-CMP-L) was solvothermally prepared by porphyrin-forming condensation reaction of pyrrole and salen-dialdehyde derivative. The SP-CMP-L was characterized by spectroscopy technologies, and also exhibited excellent thermal and chemical stability. The porosity of SP-CMP-L was examined by N₂ adsorption/desorption isotherms. The BET specific surface area of the CMP material was calculated to be 290.4 m²/g with the pore volume of 0.19 cm³/g. The microstructure property of the resulting material was further evaculated by scanning electron microscopy(SEM) and transmission electron microscopy(TEM). The SP-CMP-L with salen and porphyrin multidentate coordination sites was proposed to serve as an initiator to promote the cross-coupling between aryl halides with unactivated arenes under base-mediated conditions. The transition-metal-free catalytic protocol provided high catalytic activity for direct C-H arylation reaction of unactivated arenes, and thus offered a convenient and efficient alternative for the construction biaryl scaffolds. In addition, the salen-porphyrin-based CMP material possessed remarkable adsorption capability for the removal of organic amines from water.

Key words: Conjugated microporous polymer, C-H arylation, Aqueous adsorption

LUO Kexin, SU Qing, JU Pengyao, LI Xiaodong, LIU Ziqian, SUN Xiaoman, LI Guanghua, WU Qiaolin. Polyfunctional Conjugated Microporous Polymers for Applications in Direct C-H Arylation of Unactivated Arenes and Aqueous Adsorption of Aromatic Amines[J]. Chemical Research in Chinese Universities, 2020, 36(6): 1302-1309.

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Polyfunctional Conjugated Microporous Polymers for Applications in Direct C-H Arylation of Unactivated Arenes and Aqueous Adsorption of Aromatic Amines

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