Marta Gordo-Lozano, Diego G. Matesanz, Marcos Martínez-Fernández, Pedro Almendros, Emiliano Martínez-Periñán, José L. Segura, Sara Cembellín
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Nile Red-Based Covalent Organic Framework as a Photocatalyst for C–H Bond Functionalization
The search for efficient photocatalysts based on covalent organic frameworks (COFs) is an area of increasing interest. However, the development of these heterogeneous photocatalysts is hindered by the symmetry restrictions of the linkers used to construct these materials. Herein, we report the straightforward synthesis of an imine-based 2D-COF, NR0.17-COF, which incorporates a Nile Red (NR) unit via postmodification with a NR-alkyne scaffold. This framework exhibits remarkable photocatalytic activity across various photoredox-catalyzed C–H functionalization reactions, demonstrating the ability to directly functionalize prevalent bonds in organic molecules under mild conditions and with low-energy light. The NR0.17-COF showcases notable versatility, effectively generating aryl, sulfur, and nitrogen radicals from different radical precursors while maintaining good functional group tolerance. Moreover, our heterogeneous photocatalyst outperforms traditional homogeneous systems by addressing critical challenges such as scalability and recyclability, allowing for a 10-fold increase in the reaction scale and enabling recovery and reuse up to six times. This advancement significantly enhances the potential of COF postsynthetic modification for practical applications in organic synthesis, which marks a substantial step forward in photocatalytic technology.
期刊介绍:
ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels.
The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.