RT Journal Article
T1 Nile Red-Based Covalent Organic Framework as a Photocatalyst for C−H Bond Functionalization
A1 Gordo Lozano, Marta
A1 García Matesanz, Diego
A1 Martínez Fernández, Marcos
A1 Almendros Requena, Pedro
A1 Martínez Periñan, Emiliano
A1 Segura Castedo, José Luis
A1 Cembellín Santos, Sara
AB 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 thestraightforward 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.
PB ACS Publications
YR 2025
FD 2025-05-27
LK https://hdl.handle.net/20.500.14352/121923
UL https://hdl.handle.net/20.500.14352/121923
LA eng
NO Gordo-Lozano, M.; Matesanz, D. G.; Martínez-Fernández, M.; Almendros, P.; Martínez-Periñán, E.; Segura, J. L.; Cembellín, S. Nile Red-Based Covalent Organic Framework as a Photocatalyst for C–H Bond Functionalization. ACS Catal. 2025, 15 (12), 10736–10745. https://doi.org/10.1021/acscatal.5c02173
NO This work was generously supported by MCIN/AEI/10.13039/501100011033/FEDER, UE, Project PID2021-125982OA-I00 of S.C. and Project PID2021-122183NB-C21 of P.A., and TED2021-129886B–C43, PID2022-138908NB-C33, RED2022-134503-T, PID2021-123295NB-I00, PID2020-113142RB-C21, PLEC2021-007906, and TED2021-129416A-I00 of J.L.S. S.C. and D.G.M. also acknowledge funding from RED2018-102387-T (ORFEO–CINQA network), J.L.S., M.G.-L., and M.M.-F. from Universidad Complutense de Madrid (INV.GR.00.1819.10759), and J.L.S. from Comunidad de Madrid (TEC-2024/ECO-332).
NO Ministerio de Ciencia, Innovación y Universidades (España)
NO Comunidad de Madrid
NO Universidad Complutense de Madrid
DS Docta Complutense
RD 20 jul 2025