Construction of Covalent Triazine Frameworks with Electronic Donor-Acceptor System for Efficient Photocatalytic C-H Hydroxylation of Imidazole[1,2-α]Pyridine Derivatives

Chemistry. 2024 Nov 4;30(61):e202402246. doi: 10.1002/chem.202402246. Epub 2024 Oct 16.

Abstract

Covalent triazine frameworks (CTFs) are promising heterogeneous photocatalyst candidates owing to their excellent stability, conjugacy, and tunability. In this study, a series of CTFs decorated with different substituents (H, MeO, and F) were synthesised and utilised as photocatalysts for C-H activation reactions. The corresponding optoelectronic properties could be precisely regulated by the electronic effects of different substituents in the nanopore channels of the CTFs; these CTFs were effective photocatalysts for C-H activation in organic synthesis due to their unique structures and optoelectronic properties. Methoxy-substituted CTF (MeO-CTF) exhibited extraordinary catalytic performance and reusability in C-H functionalization by constructing an electronic donor-acceptor system, achieving the highest yield in the photocatalytic C3-H hydroxylation of 2-phenylimidazole[1,2-α]pyridine. This strategy provides a new scaffold for the rational design of CTFs as efficient photocatalysts for organic synthesis.

Keywords: Conjugated organic polymers; Covalent triazine frameworks; C−H hydroxylation; Photocatalysis; Porous materials.