Synthesis of Two-Dimensional C-C Bonded Truxene-Based Covalent Organic Frameworks by Irreversible Brønsted Acid-Catalyzed Aldol Cyclotrimerization

Research (Wash D C). 2021 Sep 3;2021:9790705. doi: 10.34133/2021/9790705. eCollection 2021.

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 13C CP/MAS NMR. The results showed that the Tru-COFs were porous (645 m2/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.

PMID:34549185 | PMC:PMC8435030 | DOI:10.34133/2021/9790705

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