Polyfunctional Conjugated Microporous Polymers for Applications in Direct C-H Arylation of Unactivated Arenes and Aqueou
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doi: 10.1007/s40242-020-0208-x
Article
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 and 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 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-porphyrinbased 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 b e 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. Keywords Conjugated microporous polymer; C―H arylation; Aqueous adsorption
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Introduction
Conjugated microporous polymers(CMPs) have emerged as a class of promising materials with π-conjugated skeletons and high surface area together with permanent nanopores, and also attracted tremendous interests in the past decade[1―5]. Since the pioneering work of Cooper and co-workers[6], a variety of CMPs with different building blocks have been developed, and employed as material platforms for potential applications, such as gas adsorption and separation[7], heterogeneous catalysis[8], sensors[9], electronics[10] and energy storage[11―13]. By comparison with those crystalline materials, such as metalorganic frameworks(MOFs) and covalent organic frameworks (COFs), the CMPs could be usually tuned in many aspects such, as structural diversity and designable porous parameters together with post-synthesis modification[1,14]. Up to date, tremendous efforts have been devoted to the development of CMPs materials for understanding structure-functionality relationships. More importantly, CMPs have been found to serve as functional pla
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