1. Synthesis of Two-Dimensional C–C Bonded Truxene-Based Covalent Organic Frameworks by Irreversible Brønsted Acid-Catalyzed Aldol Cyclotrimerization
- Author
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Yunlong Sun, Yunqi Liu, Dong Wang, Yunlong Guo, Kun Tang, Haijing Li, Qingsong Zhang, and Yu-Wu Zhong
- Subjects
Multidisciplinary ,Chemistry ,Radical ,Science ,Infrared spectroscopy ,Conjugated system ,chemistry.chemical_compound ,Polymerization ,Aldol reaction ,Covalent bond ,Polymer chemistry ,Methylene ,Brønsted–Lowry acid–base theory ,Research Article - Abstract
The synthesis of new C–C bonded two-dimensional (2D) covalent organic frameworks (COFs) is highly desirable. Here, a simple but effective synthetic strategy has been developed using an irreversible Brønsted acid-catalyzed aldol cyclotrimerization reaction by virtue of truxene as a linkage. Nonolefin C–C bonded 2D truxene-based covalent organic frameworks (Tru-COFs) were constructed by polymerization of 1,3,5-triindanonebenzene (TDB). The structure formation was confirmed by wide-angle X-ray scattering, Fourier-transform infrared spectroscopy, and solid-state 13 C CP/MAS NMR. The results showed that the Tru-COFs were porous (645 m 2 /g) and chemically stable. Benzyl methylene in conjugated Tru-COFs more effectively produced photoinduced radicals than the model truxene compound. Due to the radical photoresponsiveness, Tru-COFs were efficient catalysts for photocatalytic oxidation of sulfides. We expect that this will provide a new synthetic methodology to obtain C–C bonded functional 2D COFs.
- Published
- 2021