Citation: Anqi Dai, Shulin Li, Tienan Wang, Yuting Yang, Yuyang Tian, Xiaofei Jing, Guangshan Zhu. Frustrated Lewis pairs in situ formation in B-based porous aromatic frameworks for efficient o-phenylenediamine cyclization[J]. Chinese Chemical Letters, ;2023, 34(5): 107559. doi: 10.1016/j.cclet.2022.05.073 shu

Frustrated Lewis pairs in situ formation in B-based porous aromatic frameworks for efficient o-phenylenediamine cyclization

Key Laboratory of Polyoxometalate and Reticular Material Chemistry of Ministry of Education, Faculty of Chemistry, Northeast Normal University, Changchun 130024, China

jingxf100@nenu.edu.cn

Received Date: 25 April 2022
Revised Date: 22 May 2022
Accepted Date: 24 May 2022
Available Online: 28 May 2022

Figures(4)

Benzimidazoles are very important chemical materials in the pharmaceutical industry, and the most common synthetic route is cyclization of o-phenylenediamine with carbon sources, in which utilization of inexpensive and abundant CO₂ as C1 source is very impressive. Porous aromatic frameworks (PAFs) with highly desired skeletons have attracted great attentions in gas capture and catalysis. Herein, B-based PAF-165 and PAF-166 are designed and synthesized via Friedel-Crafts alkylation reaction, which present high surface areas as well as high stability. Benefiting from the abundant electron-deficient B centers, both PAFs exhibit excellent selective CO₂ adsorption abilities. The presence of sterically hindered B units in PAFs can act as Lewis acid active sites for the frustrated Lewis pairs (FLPs) in situ formation with o-phenylenediamine, thus promoting the synthesis of benzimidazole. The optimal reaction conditions for o-phenylenediamine cyclization with PAF catalysts are explored, and the reaction mechanism is also proposed. This work provides feasible ideas for incorporating FLPs within porous materials as reusable heterogeneous catalysts for CO₂ capture and conversion.
- Porous aromatic frameworks (PAFs),
- Co₂ capture and conversion,
- Gas sorption,
- Frustrated lewis pairs (FLPs),
- Heterogeneous catalysis
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